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ChemInform Abstract: Stereoselective Synthesis of (2E,4E)‐ and (2Z,4E)‐2,4‐Alkadienoates by the Ester Enolate Claisen Rearrangement of (E)‐1‐Alkyl‐3‐trimethylsilyl‐2‐propenyl Glycolates Followed by the Peterson Reaction.

 

作者: T. SATO,   H. TSUNEKAWA,   H. KOHAMA,   T. FUJISAWA,  

 

期刊: ChemInform  （WILEY Available online 2016）
卷期: Volume 18, issue 14  

页码: -

 

ISSN:0931-7597

 

年代: 2016

 

DOI:10.1002/chin.198714366

 

出版商: WILEY‐VCH Verlag GmbH

 

数据来源: WILEY

 

摘要:

AbstractThe silylated propenyl glycolates (I), prepared from 2‐methyl‐1,3‐dioxolane‐4‐one and E‐1‐trimethylsilyl‐1‐alken‐3‐ols, are transformed into a mixture of threo‐ (II) and erythro‐hydroxytrimethylsilyl‐4‐alkenoates (III) by Claisen rearrangement, silylation of the intermediate dianion and subsequent methylation.

 

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