Silaborative Carbocyclizations of 1,7-Enynes. Diastereoselective Preparation of Chromane Derivatives

被引：30

作者：

Xiao, You-Cai ^{[1
]}

Moberg, Christina ^{[1
]}

机构：

[1] KTH Royal Inst Technol, Dept Chem, Organ Chem, SE-10044 Stockholm, Sweden

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 02期

关键词：

CATALYZED BISMETALLATIVE CYCLIZATION; CROSS-COUPLING REACTIONS; SKELETAL REORGANIZATION; BORYLATIVE CYCLIZATION; ENYNE COMPOUND; CYCLOISOMERIZATION; ALKYNES; SILICON; BONDS; ALLYLSTANNANES;

D O I：

10.1021/acs.orglett.5b03479

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium(0)-catalyzed carbocyclization of 1,7-enynes mediated by (chlorodimethylsilyl)pinacolborane proceeds with 1,8-addition of the silicon and boron functions to give functionalized cyclohexane derivatives with boron attached to the exocyclic olefin. A variety of chromane dervatives are accessible by this method. In contrast to the analogous reactions with 1,6-enynes, the configuration of the newly formed stereogenic center is controlled by a stereogenic center present in the substrate.

引用

页码：308 / 311

页数：4

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