Diastereoselective Reductive Aldol Reaction of Enones to Ketones Catalyzed by Halogenotin Hydride

被引:9
作者
Shibata, Ikuya [1 ]
Tsunoi, Shinji [1 ]
Sakabe, Kumiko [1 ]
Miyamoto, Shinji [1 ]
Kato, Hirofumi [2 ]
Nakajima, Hideto [2 ]
Yasuda, Makoto [2 ]
Baba, Akio [2 ]
机构
[1] Osaka Univ, Res Ctr Environm Preservat, Suita, Osaka 5650871, Japan
[2] Osaka Univ, Dept Appl Chem, Grad Sch Engn, Suita, Osaka 5650871, Japan
关键词
aldol reaction; diastereoselectivity; enones; ketones; reduction; ALPHA; BETA-UNSATURATED KETONES; INDIUM HYDRIDE; VINYL KETONES; RHODIUM; SELECTIVITY; GENERATION; ALDEHYDES; HYDROGEN;
D O I
10.1002/chem.201002108
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
It's in the tin: The reductive aldol reaction of enones has been established by the Bu2SnClH (cat.)/Ph2SiH2/MeOH system (see scheme). The reaction of enones with α-ketoesters or α-alkoxyketones is highly diastereoselective through a chelation-controlled mechanism. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:13335 / 13338
页数:4
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