REGIOSELECTIVE PALLADIUM-CATALYZED ALLYLATION OF FULVENES

被引：14
|
作者：
SODERBERG, BC [1 ]
AUSTIN, LR [1 ]
DAVIS, CA [1 ]
NYSTROM, JE [1 ]
VAGBERG, JO [1 ]
机构：
[1] ROYAL INST TECHNOL,DEPT ORGAN CHEM,S-10044 STOCKHOLM 70,SWEDEN
来源：
TETRAHEDRON | 1994年 / 50卷 / 01期
关键词：
D O I：
10.1016/S0040-4020(01)80737-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Fulvene-anions(vinyl cyclopentadienyl anions) are exclusively allylated in the exocyclic position by allylic chlorides, allylic acetates, and allylic carbonates in the presence of catalytic amounts of bis(dibenzylidene-acetone)palladium(0) and triphenyl phosphine in good to excellent yield. A high degree of regioselectivity is observed with regard to the allylic substrate, and the most hindered position was predominately substituted. Inversion of stereochemistry of the allylic carbon by migration of the anion from the metal, of an intermediate eta3-allylpalladium complex, to carbon is observed.
引用
收藏
页码：61 / 76
页数：16
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