Platinum-mediated coupling of alkynols and alpha-diazoesters. Pseudocatalytic synthesis of tetrahydrofuranylidene esters via alkyl migration to a coordinated carbene

被引:23
作者
Casty, GL [1 ]
Stryker, JM [1 ]
机构
[1] UNIV ALBERTA,DEPT CHEM,EDMONTON,AB T6G 2G2,CANADA
关键词
D O I
10.1021/om970401w
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A novel combination of metal-mediated transformations is reported, which together constitute a new organic reaction: the coupling of 3-alkynols and alpha-diazoesters to yield tetrahydrofuranylidene esters. The process involves the migratory insertion of a coordinated carbene into a metal-alkyl sigma-bond and, in stoichiometric form, is efficient and pseudocatalytic, starting and ending with (dppe)PtCl2. The reaction, uniquely, can be made catalytic in platinum, but only poorly so.
引用
收藏
页码:3083 / 3085
页数:3
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