syn-Selective Rhodium(I)-Catalyzed Allylations of Ketimines Proceeding through a Directed C-H Activation/Allene Addition Sequence

被引:191
作者
Tran, Duc N. [1 ]
Cramer, Nicolai [1 ]
机构
[1] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland
关键词
allenes; allylation; annulation; C-H activation; rhodium; CATALYZED ALLYLIC ALKYLATION; BOND FORMATION; SYNTHETIC APPLICATIONS; REVERSE PRENYLATION; AROMATIC KETIMINES; 3+2 ANNULATION; BENZOIC-ACIDS; FUNCTIONALIZATION; CARBON; ALKYNES;
D O I
10.1002/anie.201004179
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
On a Rh-oll: Rhodium(I)-catalyzed C-H activations of ketimines and subsequent carborhodation of an allene led to an allyl metal species, which then allylated the imine directing group to give highly functionalized methylene dihydroindenyl amines (see scheme) with excellent regio- and diastereoselectivity. © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:8181 / 8184
页数:4
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