The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine( cas:415918-91-1 ) is researched.Quality Control of (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine.Graening, Timm; Hartwig, John F. published the article 《Iridium-Catalyzed Regio- and Enantioselective Allylation of Ketone Enolates》 about this compound( cas:415918-91-1 ) in Journal of the American Chemical Society. Keywords: ketone chemoselective regioselective enantioselective preparation; chemoselective regioselective enantioselective substitution allylic carbonate silyl enol ether; stereoselective substitution allylic carbonate iridium phosphoramidite metallocyclic catalyst; cesium zinc fluoride catalyst stereoselective silyl enol ether allylation; formation iridium phosphoramidite metallocycle enantioselective substitution allylic carbonate enolate; regioselective enantioselective ketone enolate allylation allylic carbonate iridium phosphoramidite. Let’s learn more about this compound (cas:415918-91-1).
Regio- and enantioselective α-allylation of Me ketone silyl enol ethers RC(OSiMe3):CH2 (R = Ph, 2-MeOC6H4, Me2CH, PhCH2CH2) with unsym. allylic carbonates (E)-R1CH:CHCH2OC(:O)OCMe3 [R1 = 4-MeOC6H4, 4-F3CC6H4, 2-furyl, Me2CH, EtCH2, (E)-MeCH:CH] in the presence of iridium metallocycles derived from bis[(1,5-cyclooctadiene)iridium(I) chloride] and nonracemic phosphoramidites such as I (or its enantiomer), cesium fluoride, and zinc fluoride yields nonracemic branched ketones RCOCH2CHR1CH:CH2 [R = Ph, 2-MeOC6H4, Me2CH, PhCH2CH2; R1 = 4-MeOC6H4, 4-F3CC6H4, 2-furyl, Me2CH, EtCH2, (E)-MeCH:CH] in 46-94% yields, 85:15-99:1 regioselectivities, and in 91-96% ee. CsF and ZnF2 are both necessary for the allylation reactions; no reaction occurs in the absence of cesium fluoride while reaction with decreased regio- and chemoselectivity occurs in the absence of zinc fluoride. 31P NMR of iridium complexes of I and bis[(1,5-cyclooctadiene)iridium(I) chloride] indicate the presence of a (cyclooctadiene)(phosphoramidite)iridium chloride and of a metallocycle derived from a (cyclooctadiene)iridium bis(phosphoramidite) complex.
There are many compounds similar to this compound(415918-91-1)Quality Control of (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine. if you want to know more, you can check out my other articles. I hope it will help you,maybe you’ll find some useful information.
Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics