Highly selective acetate aldol additions using mesityl-substituted chiral auxiliaries

被引：74

作者：

Crimmins, Michael T. ^{[1
]}

Shamszad, Mariam ^{[1
]}

机构：

[1] Univ N Carolina, Kenan & Venable Labs Chem, Chapel Hill, NC 27599 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 01期

关键词：

D O I：

10.1021/ol062688b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly diastereoselective acetate aldol additions using chlorotitanium enolates of mesityl-substituted N-acetyloxazolidinethione and N-acetylthiazolidinethione auxiliaries are reported. These additions proceed in high yields and diastereoselectivities (93:7 to 98:2) for aliphatic, aromatic, and alpha,beta-unsaturated aldehydes. Double diastereoselective acetate aldol additions are also reported and are found to proceed in high yields and diastereoselectivities (90:10 to 97:3).

引用

页码：149 / 152

页数：4

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