Catalytic asymmetric synthesis of febrifugine and isofebrifugine

被引：140
|
作者：
Kobayashi, S [1 ]
Ueno, M
Suzuki, R
Ishitani, H
机构：
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
[2] Sci Univ Tokyo, Fac Sci, Dept Appl Chem, Shinjuku Ku, Tokyo 1620825, Japan
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 11期
关键词：
D O I：
10.1016/S0040-4039(99)00142-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Antimalarial alkaloids, febrifugine (1) and isofebrifugine (2), were synthesized from simple achiral starting materials using tin(II)-catalyzed catalytic asymmetric aldol reaction and lanthanide-catalyzed aqueous three-component reaction as the key steps. These unambiguous total syntheses revealed that the absolute configurations of febrifugine and isofebrifugine were not (2'S, 3'R) and (2'R, 3'R) as reported previoussy but (2'R, 3'S) and (2'S, 3'S), respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：2175 / 2178
页数：4
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