Use of olefin templates in queued chemical transformations using late transition metal catalysis.: Total synthesis of cis and trans bupleurynol via a single multireaction sequence

被引:23
作者
Ghasemi, H [1 ]
Antunes, LM [1 ]
Organ, MG [1 ]
机构
[1] York Univ, Dept Chem, Toronto, ON M3J 1P3, Canada
关键词
D O I
10.1021/ol0489853
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-Bromo-2-iodoethylene (9) was used as a central, pseudosymmetric building block for the fully convergent and modular synthesis of two related natural products, cis (1a) and trans (1b) bupleurynol. In doing so, a 9-step synthesis of la (reported previously) has been vastly truncated to one single operation by using queued cross-coupling reactions with Pd catalysis, negating the need for any protecting group chemistry.
引用
收藏
页码:2913 / 2916
页数:4
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