Enantioselective protonation of samarium enolates derived from α-heterosubstituted ketones and lactone by SmI2-mediated reduction

被引:51
作者
Nakamura, Y
Takeuchi, S
Ohgo, Y
Yamaoka, M
Yoshida, A
Mikami, K
机构
[1] Niigata Coll Pharm, Niigata 9502081, Japan
[2] Tokyo Inst Technol, Dept Chem Technol, Meguro Ku, Tokyo 152, Japan
关键词
D O I
10.1016/S0040-4020(99)00143-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
SmI2-mediated reductive cleavage of alpha-hetero substituents of alpha-alkyl or alpha-aryl ketones and lactone gave the corresponding "thermodynamic samarium enolates". Enantioselective protonation of the samarium enolates with C-2-symmetric chiral diets afforded the corresponding ketones and lactone in moderate to high enantioselectivities. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4595 / 4620
页数:26
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