Ni-Catalyzed Cross-Electrophile Coupling for the Synthesis of Skipped Polyenes

被引：23

作者：

McGeough, Catherine P. ^{[1
]}

Strom, Alexandra E. ^{[1
,2
]}

Jamison, Timothy F. ^{[1
]}

机构：

[1] MIT, Dept Chem, 77 Massachusetts Ave, Cambridge, MA 02139 USA

[2] Smith Coll, Dept Chem, 100 Green St, Northampton, MA 01063 USA

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 10期

关键词：

CONVERGENT; ACETATES; HALIDES;

D O I：

10.1021/acs.orglett.9b01019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Skipped polyenes featuring high (E)-selectivity and varying methyl substitution patterns are synthesized using a nickel-catalyzed cross-coupling reaction between allyl trifluoroacetates and vinyl bromides. The utility of this cross-electrophile coupling is showcased in part by the synthesis of the RST fragment of the marine ladder polyether, maitotoxin. Construction of this fragment is particularly challenging due to the alternating methyl substitution pattern.

引用

页码：3606 / 3609

页数：4

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