Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) 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, COA of Formula: C12H14O2.
Fleming, Ian published the artcileA regioselective and stereospecific synthesis of allylsilanes from secondary allylic alcohol derivatives, COA of Formula: C12H14O2, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1992), 3331-49, database is CAplus.
Primary and secondary allylic acetates and benzoates react with the dimethyl(phenyl)silylcuprate reagent to give allylsilanes, provided that the THF in which the cuprate is prepared is diluted with ether before addition of the allylic ester. The reaction is reasonably regioselective in some cases: (i) when the allylic system is more-substituted at one end than the other, e.g., as in the reaction of Me2C:CHCH2OC(O)Ph → Me2C:CHCH2SiMe2Ph; (ii) when the steric hinderance at one end is neopentyl-like, as in the reactions I (R = Me, Ph, CHMe2, n = 1, 2) → II; and (iii) when the disubstituted double bond has the Z configuration, as in the reactions Z-PhCH:CHCHMeOAc → PhCH(SiMe2Ph)CH:CHMe or, better, because the silyl group is becoming attached to the less-sterically hindered end of the allylic system. The regioselectivity is better if a Ph carbamate is used in place of the ester, and a three-step protocol assembling the mixed cuprate on the leaving group is used, or, best of all, because the silyl group is again becoming attached to the less-sterically hindered end of the allylic system. This sequence works well to move the silyl group onto the more substituted end of an allyl system, but only when the move is from a secondary allylic carbamate to a tertiary allylsilane. Allyl(trimethyl)silanes can be made using alkyl- or arylcuprates on trimethylsilyl-containing allylic esters and carbamates. The reaction of the silylcuprate with allylic esters and the three-step sequence with the allylic carbamates are stereochem. complementary, the former being stereospecifically anti and the latter stereospecifically syn. Homochiral allylsilanes can be made by these methods with high levels of stereospecificity.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) 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, COA of Formula: C12H14O2.
Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics