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Synthesis 2005(4): 605-609
DOI: 10.1055/s-2004-837303
DOI: 10.1055/s-2004-837303
PAPER
© Georg Thieme Verlag Stuttgart · New York
A New Synthetic Approach to α-Chlorocinnamaldehydes
Further Information
Received
20 October 2004
Publication Date:
22 December 2004 (online)
Publication History
Publication Date:
22 December 2004 (online)
Abstract
A new simple and efficient transformation of aromatic aldehydes into α-chlorocinnamaldehydes is described. Catalytic olefination reaction of hydrazones of aromatic aldehydes with 2-trichloromethyl-1,3-dioxolane gives ethylene acetals of target alkenes in moderate to good yields. The reaction proceeds stereoselectively to form preferably Z-isomers.
Key words
catalytic olefination - α-chlorocinnamaldehydes - catalysis - alkenes - 2-trichloromethyl-1,3-dioxolane
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