Asymmetric conjugate additions of chiral phosphonamide anions to α,β-unsaturated carbonyl compounds.: A versatile method for vicinally substituted chirons

被引：38

作者：

Hanessian, S ^{[1
]}

Gomtsyan, A ^{[1
]}

Malek, N ^{[1
]}

机构：

[1] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 18期

关键词：

D O I：

10.1021/jo000388g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactions of anions derived from chiral nonracemic allyl, crotyl, and cinnamyl bicyclic C-2-symmetrical phosphonamides with alpha,beta-unsaturated cyclic ketones, esters, lactones, and lactams take place at the gamma-position of the reagents. The products are diastereomerically pure or enriched beta-substituted carbonyl compounds. The method also provides easy access to vicinal substitution of as many as three stereogenic centers including in some cases quaternary carbon atoms, in a one-pot sequence.

引用

页码：5623 / 5631

页数：9

共 52 条

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