Enantioselective Construction of Highly Substituted Vinylidenecylopentanes by Palladium-Catalyzed Asymmetric [3+2] Cycloaddition Reaction

被引:45
作者
Trost, Barry M. [1 ]
Maruniak, Autumn [1 ]
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
基金
美国国家科学基金会;
关键词
3+2] cycloaddition; allenes; asymmetric catalysis; palladium; trimethylenemethane; ESTER SURROGATES; N-ACYLPYRROLES; TRIMETHYLENEMETHANE; PYRROLIDINES; ADDITIONS; LIGANDS; ALLENES; IMINES;
D O I
10.1002/anie.201300275
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new cycloadduct: The title reaction of methylene-trimethylenemethane (TMM) with α,β-unsaturated N-acyl pyrroles is an efficient method for the construction of vinylidenecyclopentanes. An asymmetric protocol using this unique donor forms cycloadducts in excellent yield and enantioselectivity, making use of a bisdiamidophosphite ligand derived from trans-1,2- stilbenediamine. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6262 / 6264
页数:3
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