Direct Use of Esters in the Mukaiyama Aldol Reaction: A Powerful and Convenient Alternative to Aldehydes
Yoshihiro Inamoto, Yoshihiro Nishimoto, Makoto Yasuda and Akio Baba*
*Department of Applied Chemistry, Graduate School of
Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Email:
baba
chem.eng.osaka-u.ac.jp
Y. Inamoto, Y. Nishimoto, M. Yasuda, A. Baba, Org. Lett., 2012, 14, 1168-1171.
DOI: 10.1021/ol3001443
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Abstract
An indium triiodide catalyst promoted the Mukaiyama Aldol Reaction of silyl enolates with esters to form β-hydroxycarbonyl compounds in the presence of hydrosilanes. Various esters were applicable, and the high chemoselectivity of this system brings compatibility to many functional groups, such as alkenyl, alkynyl, chloro, and hydroxy.
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Key Words
Mukaiyama Aldol Addition, Silanes, β-Hydroxycarbonyl Compounds
ID: J54-Y2012-0510
