Intermolecular Antiselective and Enantioselective Reductive Coupling of Enones and Aromatic Aldehydes with Chiral Rh(Phebox) Catalysts

被引：34
|
作者：
Shiomi, Takushi [1 ]
Adachi, Takahiro [1 ]
Ito, Jun-ichi [1 ]
Nishiyama, Hisao [1 ]
机构：
[1] Nagoya Univ, Grad Sch Engn, Dept Appl Chem, Chikusa Ku, Nagoya, Aichi 4648603, Japan
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 04期
基金：
日本学术振兴会;
关键词：
C BOND FORMATION; ALDOL REACTION; ALPHA; BETA-UNSATURATED KETONES; CONJUGATE REDUCTION; VINYL KETONES; HYDRIDE; RHODIUM; GENERATION; HYDROGEN; ALKENES;
D O I：
10.1021/ol802939u
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The intermolecular reductive coupling reaction of cyclopent-2-enone and aromatic aldehydes was realized by chiral rhodium-(bisoxazolinyl)phenyl catalysts, Rh(Phebox-Ph)(OAc)(2)(H2O), with diphenymethylsilane as a hydride donor to give the corresponding beta-hydroxyketones in high anti selectivity (up to 96%) with high enantioselectivity (up to 93%).
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页码：1011 / 1014
页数：4
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