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Synthese von stereoisomeren 3‐substituierten Cyclobutancarbonsäure‐Derivaten

 

作者: Eckehard V. Dehmlow,   Stefan Schmidt,  

 

期刊: Liebigs Annalen der Chemie  (WILEY Available online 1990)
卷期: Volume 1990, issue 5  

页码: 411-414

 

ISSN:0170-2041

 

年代: 1990

 

DOI:10.1002/jlac.199019900179

 

出版商: WILEY‐VCH Verlag

 

关键词: Cyclobutanecarboxylic acid, derivatives;Liquid crystals

 

数据来源: WILEY

 

摘要:

Synthesis of Stereoisomeric 3‐Substituted Cyclobutanecarboxylic Acid DerivativesThe preparation of 3‐substituted cyclobutanecarboxylic acids by ring forming malonic ester cycloalkylation/saponification/decarboxylation leads to 50:50cis/transmixtures. Only some polar ester derivatives2can be separated by chromatographic methods. Catalytic hydrogenation of 3‐substituted cyclobutenecarboxylic acids3, however, gives thecisacids4with 90–95% selectivity. Reduction of the same acids3by Zn in aqueous HCl/THF leads to thetransacids6with 90–93% se

 

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