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A New Synthesis of 3-Methyl-3-cyclopentene-1-carboxylic Acid and Derivatives

 

作者: Carlo Melchiorre,  

 

期刊: Synthetic Communications  (Taylor Available online 1976)
卷期: Volume 6, issue 2  

页码: 125-128

 

ISSN:0039-7911

 

年代: 1976

 

DOI:10.1080/00397917608072621

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

Recently we reported the synthesis of desether-muscarine,1a compound of interesting cholinergic activity. The starting material for this synthesis was the 3-methyl-3-cyclopentene-l-carboxylic acid (II) already synthesized through photochemical addition of ethyl diazoacetate to isoprene and subsequent pyrolisis ofI2Following this synthetic route it was difficult to obtain such compound and mostly starting material was recovered together with a little photoaddition product. In order to have enough compound for the synthesis of desethermuscarine with the aim to separate its optical isomers, a new synthesis ofI, from isoprene and ethyl diazoacetateviacopper-catalized addition,3has been sought and is reported here.

 

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