Asymmetric nucleophilic addition to β- and γ-alkoxy aldehydes using carbohydrate as a chiral auxiliary

被引:9
作者
Yoshida, T [1 ]
Chika, J [1 ]
Takei, H [1 ]
机构
[1] Tokyo Inst Technol, Interdisciplinary Grad Sch Sci & Engn, Midori Ku, Yokohama, Kanagawa 2268502, Japan
关键词
D O I
10.1016/S0040-4039(98)00717-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The nucleophilic addition of Grignard reagents and allyltributyltin to chiral omega-tetrahydropyranyloxy propanal and butanal derived from L-fucose and D-arabinose gave the corresponding alcohols with high diastereoselectivity (up to 51% de by 1,6-asymmetric induction and 95% de by 1,5-asymmetric induction). (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4305 / 4308
页数:4
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