Axially chiral analogues of 4-(dimethylamino)pyridine: Novel catalysts for nonenzymatic enantioselective acylations

被引：162

作者：

Spivey, AC ^{[1
]}

Fekner, T ^{[1
]}

Spey, SE ^{[1
]}

机构：

[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 10期

关键词：

D O I：

10.1021/jo0000574

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise seven-step synthesis of atropisomeric S-aryl analogues of DMAP from 4-pyridone 8 has been developed. A representative compound of this class, biaryl (+/-)-15, has been resolved using CSP HPLC and shown to be an efficient nucleophilic catalyst for kinetic resolution of a series of secondary alcohols on both an analytical and preparative scale (stereoselectivity factors, s = 8.9-29).

引用

页码：3154 / 3159

页数：6

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