Category: 5205-11-8

Jankowski, Pawel published the artcileThe reaction of trimethylsilylethylene oxide with α-sulfonyl anions and α,α-sulfonyl dianions. A method for stereocontrolled synthesis of (E)- and (Z)-allylic alcohols, Related Products of esters-buliding-blocks, the publication is Journal of Organometallic Chemistry (1991), 403(1-2), 49-62, database is CAplus.

(Trimethylsilyl)ethylene oxide (I) reacts with α-sulfonyl carbanions, generated from representative primary alkyl Ph sulfones, to give the corresponding O-trimethylsilyl allylic alcs., with higher selectivity for (Z)-isomers. The reaction proceeds by attachment of the nucleophile to the α-position of the α,β-epoxy alkylsilane followed by a carbon-to-oxygen shift of the trimethylsilyl group and expulsion of the benzenesulfonyl anion. The reaction of I with α,α-sulfonyl dianions followed by partial protonation of the immediate adducts affords O-trimethylsilyl allylic alcs., mainly (E)-isomers. The reaction of I with α-sulfonyl carbanions generated from secondary alkyl Ph sulfones affords α-trimethylsilyl carbinols as the only or predominant product. In this case the attachment of the nucleophile takes place at the β-position of the α,β-epoxyalkylsilane. The origin of the regio- and stereoselectivity in reactions of sulfonyl carbanions with α,β-epoxyalkylsilanes is discussed.

Journal of Organometallic Chemistry published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Pansare, Sunil V. published the artcileMagnesium bromide catalyzed acylation of alcohols, Safety of 3-Methylbut-2-en-1-yl benzoate, the publication is Synthetic Communications (2000), 30(14), 2587-2592, database is CAplus.

Magnesium bromide is an efficient catalyst for the acetylation and benzoylation of a variety of primary and secondary alcs. with the resp. acid anhydrides at ambient temperature Acetylation of tertiary alcs. requires subambient temperature to suppress competing dehydration. Coordinating solvents retard the acylation process.

Synthetic Communications published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Safety of 3-Methylbut-2-en-1-yl benzoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Ramesh, C. published the artcileA simple, mild and efficient procedure for selective cleavage of prenyl esters using silica-supported sodium hydrogen sulphate as a heterogeneous catalyst, Name: 3-Methylbut-2-en-1-yl benzoate, the publication is Tetrahedron Letters (2003), 44(7), 1465-1467, database is CAplus.

Prenyl esters were selectively and efficiently cleaved under slightly acidic reaction conditions using silica-supported sodium hydrogen sulfate as a heterogeneous catalyst at room temperature to regenerate the parent carboxylic acids in very high yields.

Tetrahedron Letters published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Name: 3-Methylbut-2-en-1-yl benzoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Smith, Jeffrey S. published the artcileA robust structure-activity relationship (SAR) model for esters that cause skin irritation in humans, Safety of 3-Methylbut-2-en-1-yl benzoate, the publication is Toxicological Sciences (2000), 55(1), 215-222, database is CAplus and MEDLINE.

A structure-activity relationship (SAR) model has been developed to discriminate skin irritant from nonirritant esters. The model is based on the physicochem. properties of 42 esters that were tested in humans for skin irritation. Nineteen physicochem. parameters that represent transport, electronic, and steric properties were calculated for each chem. Best subsets regression anal. indicated candidate models for further anal. Regression analyses identified significant models (p < 0.05) that had variables that were also significant (p < 0.05). These candidate models were evaluated using linear discriminant anal. to determine if the irritant esters could be discriminated from nonirritant esters. The stability of the model was evident from the consistency of parameters among ten submodels generated using multiple random sampling of the database. The sensitivity of the ten models, evaluated by “leave-one-out” cross-validation, ranged from 0.846 to 0.923, with a mean of 0.885±0.025 (95% CI). The specificity ranged from 0.615 to 0.923, with a mean of 0.738±0.06 (CI). Compared with nonirritant esters, irritant esters had lower d., lower water solubility, lower sum of partial pos. charges, higher Hansen hydrogen bonding parameter, and higher Hansen dispersion parameter. The results indicate that physicochem. features of esters contribute to their ability to cause skin irritation in humans, and that chem. partitioning into the epidermis and intermol. reactions are likely important components of the response. This model is applicable for prediction of human irritation of esters yet untested.

Toxicological Sciences published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C19H14O2, Safety of 3-Methylbut-2-en-1-yl benzoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wang, Peng published the artcileCatalytic Azido-Hydrazination of Alkenes Enabled by Visible Light: Mechanistic Studies and Synthetic Applications, Quality Control of 5205-11-8, the publication is Advanced Synthesis & Catalysis (2019), 361(24), 5565-5575, database is CAplus.

A visible-light-enabled catalytic intermol. azido-hydrazination method for unactivated alkenes was developed via an orderly radical addition sequence. This transformation features metal-free and redox-neutral conditions and was applicable to a wide range of alkenes with com. available reagents. Mechanistic and kinetic studies reveal that the efficient generation of azide radical enabled by fluorenone under visible-light was critical to this methodol. The β-azido alkyl hydrazines prepared with this reaction can be conveniently derived to valuable synthetic building blocks, and one of the products has been successfully applied in the total synthesis of (±)-ibrutinib, which was used to treat B cell cancers.

Advanced Synthesis & Catalysis published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H16N2O2, Quality Control of 5205-11-8.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Torii, Sigeru published the artcileChemical and Electrochemical Asymmetric Dihydroxylation of Olefins in I₂-K₂CO₃-K₂OsO₂(OH)₄ and I₂-K₃PO₄/K₂HPO₄-K₂OsO₂(OH)₄ Systems with Sharpless’ Ligand, Computed Properties of 5205-11-8, the publication is Journal of Organic Chemistry (1996), 61(9), 3055-60, database is CAplus and MEDLINE.

Iodine-assisted chem. and electrochem. asym. dihydroxylation of various olefins in I₂-K₂CO₃-K₂OsO₂(OH)₄ and I₂-K₃PO₄/K₂HPO₄-K₂OsO₂(OH)₄ systems with Sharpless’ ligand provided the optically active glycols in excellent conversion yields and high enantiomeric excesses. Iodine (I₂) was used stoichiometrically for the chem. dihydroxylation, and good results were obtained with nonconjugated olefins in contrast to the case of potassium ferricyanide as a co-oxidant. The potentiality of I₂ as a co-oxidant under stoichiometric conditions has been proven to be effective as an oxidizing mediator in electrolysis systems. Iodine-assisted asym. electro-dihydroxylation of olefins in either a t-BuOH/H₂O(1/1)-K₂CO₃/(DHQD)₂PHAL-(Pt) or t-BuOH/H₂O(1/1)-K₃PO₄/K₂HPO₄/(DHQD)₂PHAL-(Pt) system in the presence of potassium osmate in an undivided cell was investigated in detail. Irresp. of the substitution pattern, all the olefins afforded the diols in high yields and excellent enantiomeric excesses. A plausible mechanism is discussed on the basis of cyclic voltammograms as well as exptl. observations.

Journal of Organic Chemistry published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C2H8Cl2N4S2, Computed Properties of 5205-11-8.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Torii, Sigeru published the artcileChemical and Electrochemical Asymmetric Dihydroxylation of Olefins in I₂-K₂CO₃-K₂OsO₂(OH)₄ and I₂-K₃PO₄/K₂HPO₄-K₂OsO₂(OH)₄ Systems with Sharpless’ Ligand, Computed Properties of 5205-11-8, the publication is Journal of Organic Chemistry (1996), 61(9), 3055-60, database is CAplus and MEDLINE.

Iodine-assisted chem. and electrochem. asym. dihydroxylation of various olefins in I₂-K₂CO₃-K₂OsO₂(OH)₄ and I₂-K₃PO₄/K₂HPO₄-K₂OsO₂(OH)₄ systems with Sharpless’ ligand provided the optically active glycols in excellent conversion yields and high enantiomeric excesses. Iodine (I₂) was used stoichiometrically for the chem. dihydroxylation, and good results were obtained with nonconjugated olefins in contrast to the case of potassium ferricyanide as a co-oxidant. The potentiality of I₂ as a co-oxidant under stoichiometric conditions has been proven to be effective as an oxidizing mediator in electrolysis systems. Iodine-assisted asym. electro-dihydroxylation of olefins in either a t-BuOH/H₂O(1/1)-K₂CO₃/(DHQD)₂PHAL-(Pt) or t-BuOH/H₂O(1/1)-K₃PO₄/K₂HPO₄/(DHQD)₂PHAL-(Pt) system in the presence of potassium osmate in an undivided cell was investigated in detail. Irresp. of the substitution pattern, all the olefins afforded the diols in high yields and excellent enantiomeric excesses. A plausible mechanism is discussed on the basis of cyclic voltammograms as well as exptl. observations.

Journal of Organic Chemistry published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C2H8Cl2N4S2, Computed Properties of 5205-11-8.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Torii, Sigeru published the artcileChemical and Electrochemical Asymmetric Dihydroxylation of Olefins in I₂-K₂CO₃-K₂OsO₂(OH)₄ and I₂-K₃PO₄/K₂HPO₄-K₂OsO₂(OH)₄ Systems with Sharpless’ Ligand, Computed Properties of 5205-11-8, the publication is Journal of Organic Chemistry (1996), 61(9), 3055-60, database is CAplus and MEDLINE.

Iodine-assisted chem. and electrochem. asym. dihydroxylation of various olefins in I₂-K₂CO₃-K₂OsO₂(OH)₄ and I₂-K₃PO₄/K₂HPO₄-K₂OsO₂(OH)₄ systems with Sharpless’ ligand provided the optically active glycols in excellent conversion yields and high enantiomeric excesses. Iodine (I₂) was used stoichiometrically for the chem. dihydroxylation, and good results were obtained with nonconjugated olefins in contrast to the case of potassium ferricyanide as a co-oxidant. The potentiality of I₂ as a co-oxidant under stoichiometric conditions has been proven to be effective as an oxidizing mediator in electrolysis systems. Iodine-assisted asym. electro-dihydroxylation of olefins in either a t-BuOH/H₂O(1/1)-K₂CO₃/(DHQD)₂PHAL-(Pt) or t-BuOH/H₂O(1/1)-K₃PO₄/K₂HPO₄/(DHQD)₂PHAL-(Pt) system in the presence of potassium osmate in an undivided cell was investigated in detail. Irresp. of the substitution pattern, all the olefins afforded the diols in high yields and excellent enantiomeric excesses. A plausible mechanism is discussed on the basis of cyclic voltammograms as well as exptl. observations.

Journal of Organic Chemistry published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C2H8Cl2N4S2, Computed Properties of 5205-11-8.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wilger, Dale J. published the artcileCatalytic hydrotrifluoromethylation of styrenes and unactivated aliphatic alkenes via an organic photoredox system, Synthetic Route of 5205-11-8, the publication is Chemical Science (2013), 4(8), 3160-3165, database is CAplus.

Herein is presented a direct method for the metal-free hydrotrifluoromethylation of alkenes. The method relies on the single electron oxidation of a com. available sodium trifluoromethanesulfinate salt (CF₃SO₂Na, Langlois reagent) by N-Me-9-mesitylacridinium as a photoredox catalyst. Me thiosalicylate is used as a substoichiometric H-atom donor for aliphatic alkenes, and thiophenol is used as a stoichiometric H-atom donor for styrenyl substrates. The substrate scope for the transformation is broad, including mono-, di- and trisubstituted aliphatic and styrenyl alkenes, with high regioselectivity in nearly all cases examined

Chemical Science published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C8H10O2, Synthetic Route of 5205-11-8.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Takagi, Koji published the artcileSafe Removal of the Allyl Protecting Groups of Allyl Esters using a Recyclable, Low-Leaching and Ligand-Free Palladium Nanoparticle Catalyst, Name: 3-Methylbut-2-en-1-yl benzoate, the publication is Advanced Synthesis & Catalysis (2015), 357(9), 2119-2124, database is CAplus.

A safe, facile, ligand-free and low-leaching (up to 0.04ppm) method for the removal of allyl, prenyl and benzyl protecting groups from the corresponding esters using a non-flammable, sulfur-modified gold-supported palladium (SAPd) nanoparticle catalyst was developed. The catalyst itself was found to be recyclable and the reaction appeared to proceed on the surface of the SAPd.

Advanced Synthesis & Catalysis published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C26H41N5O7S, Name: 3-Methylbut-2-en-1-yl benzoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics