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Asymmetric Aldol Reaction of Dichloroacetaldehyde Catalyzed by Diarylprolinol
Author(s) -
Hayashi Yujiro,
Nakamura Daichi,
Yasui Yusuke,
Iwasaki Kotaro,
Chiba Hiroaki
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201501111
Subject(s) - chemistry , aldol reaction , aldehyde , yield (engineering) , catalysis , enantioselective synthesis , trifluoromethyl , organic chemistry , materials science , alkyl , metallurgy
The asymmetric cross‐aldol reaction of dichloroacetaldehyde with aldehyde pronucleophiles proceeds in the presence of a trifluoromethyl‐substituted diarylprolinol to afford γ,γ‐dichloro‐β‐hydroxy aldehydes in good yield with excellent enantioselectivity. The obtained products are useful synthetic intermediates; they were successfully converted to form chiral alkynes and dichloroalkenes.
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