Remarkable stereoselectivity in the alkylation of a hydroazulenone: progress towards the total synthesis of guanacastepene

被引：52

作者：

Dudley, GB

Tan, DS

Kim, G

Tanski, JM

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 | 2001年 / 42卷 / 39期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(01)01342-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

exo-Methylene ketone 6 serves as a vehicle for elaboration of the C8 quaternary center en route to guanacastepene via a conjugate addition-alkylation sequence. Methylation of the cycloheptadienolate derived from 7 is highly selective for the desired relative stereochemistry, as determined by NMR and crystallographic analysis. (C) 2001 Published by Elsevier Science Ltd.

引用

页码：6789 / 6791

页数：3

共 14 条

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