A New Method for the Preparation of ( E )‐3‐Acylprop‐2‐enoic Acids | Zendy

Obrecht Daniel | Zendy; Weiss Bettina | Zendy

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A New Method for the Preparation of ( E )‐3‐Acylprop‐2‐enoic Acids

Author(s) -

Obrecht Daniel,

Weiss Bettina

Publication year - 1989

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19890720115

Subject(s) - chemistry , isomerization , mechanism (biology) , combinatorial chemistry , organic chemistry , computational chemistry , stereochemistry , catalysis , philosophy , epistemology

A new method for the preparation of ( E )‐3‐acylprop‐2‐enoic acids ( = ( E )‐3‐acylacrylic acids) of type II via acid‐catalyzed isomerization of the corresponding 3‐acylprop‐2‐ynal acetals of type I ( Scheme 1 ) has been found. The described reaction gives a rapid and quite general access to these compounds known to exhibit a number of interesting biological activities. Some studies toward the elucidation of the reaction mechanism have been made, and a hypothetical mechanism is proposed.

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