Design of Chiral Bifunctional Quaternary Phosphonium Bromide Catalysts Possessing an Amide Moiety

被引：91

作者：

Shirakawa, Seiji

Tokuda, Takashi

Kasai, Atsuyuki

Maruoka, Keiji ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem,Lab Synthet Organ Chem, Sakyo Ku, Kyoto 6068502, Japan

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 13期

关键词：

PHASE-TRANSFER CATALYSTS; BETA-KETO-ESTERS; ALPHA-AMINO-ACIDS; ASYMMETRIC CONJUGATE ADDITIONS; HYDROGEN-BONDING SITE; AZA-HENRY REACTION; ENANTIOSELECTIVE SYNTHESIS; AMMONIUM-SALTS; 1,3-DICARBONYL COMPOUNDS; TRANSFER ALKYLATION;

D O I：

10.1021/ol4013926

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel bifunctional quaternary phosphonium bromides possessing an amide moiety were designed for the highly enantioselective sulfenylation and chlorination of beta-ketoesters under base-free phase-transfer conditions. The tuning of an amide moiety of the catalyst was crucial to achieve high reactivity and enantioselectivity.

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收藏

页码：3350 / 3353

页数：4

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