Studies towards the total synthesis of halichlorine: asymmetric synthesis of the spiroquinolizidine subunit

被引：56
|
作者：
Trauner, D
Danishefsky, SJ
机构：
[1] Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10021 USA
[2] Columbia Univ, Dept Chem, New York, NY 10027 USA
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 36期
基金：
美国国家卫生研究院;
关键词：
D O I：
10.1016/S0040-4039(99)01170-3
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The C1-C15 spiroquinolizidine subunit (cf. 2) of the marine natural product halichlorine (1) was prepared in 12 steps starting from the known 'Meyers-lactam' 5. The synthesis involves a B-alkyl-Suzuki coupling followed by a highly stereoselective intramolecular Michael addition and an intramolecular Mannich ring closure. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：6513 / 6516
页数：4
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