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RuHCl(CO)(PPh3)3-Catalyzed Reductive Dimerization of α,β-Unsaturated Aldehydes Leading to α-Hydroxymethyl Ketones

Authors :
Satoshi Minamino
Ilhyong Ryu
Takashi Doi
Takahide Fukuyama
Source :
Synlett. 2006:3013-3016
Publication Year :
2006
Publisher :
Georg Thieme Verlag KG, 2006.

Abstract

The reductive dimerization α,β-unsaturated aldehydes to give saturated ketones was achieved using RuHCl(CO)(PPh 3 ) 3 as a catalyst in the presence of secondary alcohols as hydrogen source. The reaction is likely to proceed via the hydroruthenation of α,β-un-saturated aldehydes followed by aldol reaction of the resultant ruthenium enolates with α,β-unsaturated aldehydes to give unsaturated α-hydroxymethyl ketones, which undergo transfer hydrogenation to give α-hydroxymethyl ketones.

Details

ISSN :
14372096 and 09365214
Volume :
2006
Database :
OpenAIRE
Journal :
Synlett
Accession number :
edsair.doi...........b85451e0529acea681c91cb5d86b193a
Full Text :
https://doi.org/10.1055/s-2006-951518