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
收藏
页码：7847 / 7850
页数：4
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