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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