A practical stereoselective synthesis of chiral hydrobenzoins via asymmetric transfer hydrogenation of benzils

被引：183
作者：
Murata, K
Okano, K
Miyagi, M
Iwane, H
Noyori, R
Ikariya, T
机构：
[1] Tokyo Inst Technol, Grad Sch Sci & Engn, Dept Appl Chem, Meguro Ku, Tokyo 1528552, Japan
[2] Japan Sci & Technol Corp, CREST, Meguro Ku, Tokyo 1528552, Japan
[3] Mitsubishi Chem Corp, Tsukuba Res Ctr, Ami, Ibaraki 30003, Japan
[4] Nagoya Univ, Dept Chem, Nagoya, Aichi 4648601, Japan
[5] Nagoya Univ, Res Ctr Mat Sci, Chikusa Ku, Nagoya, Aichi 4648601, Japan
来源：
ORGANIC LETTERS | 1999年 / 1卷 / 07期
关键词：
D O I：
10.1021/ol990226a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] Asymmetric reduction of benzil with RuCl[(S,S)-Tsdpen)(eta(6)-p-cymene) in a mixture of formic acid and triethylamine proceeds with a substrate/catalyst molar ratio of 1000-2000 to give (R,R)-hydrobenzoin quantitatively with high diastereomeric (97% de) and enantiomeric purities (>99% ee), in which the benzoin intermediate with a chirally labile stereogenic center is converted to one major stereoisomer, (R,R)-product, via dynamic kinetic resolution.
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收藏
页码：1119 / 1121
页数：3
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