Highly stereoselective aldol reaction for the synthesis of γ-lactones starting from tartaric acid

被引：14

作者：

Barros, MT

Burke, AJ

Lou, JD

Maycock, CD ^{[1
]}

Wahnon, JR

机构：

[1] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, P-2825114 Monte De Caparica, Portugal

[2] Univ Nova Lisboa, Inst Tecnol Quim & Biol, P-2781901 Oeiras, Portugal

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 23期

关键词：

D O I：

10.1021/jo049027h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple stereoselective process for the synthesis of highly substituted gamma-lactones was developed based on aldol reactions between the enolate of dioxanes derived from tartaric acid and aldehydes. A range of aromatic and aliphatic aldehydes were reacted, in most cases achieving good yields and stereos electivity. The limitations of this reaction were identified and a transition state is proposed.

引用

页码：7847 / 7850

页数：4

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