Organic Chemistry Portal

Abstracts

Search:

Enantioselective Terminal Addition to Allenes by Dual Chiral Primary Amine/Palladium Catalysis

Han Zhou, Yaning Wang, Long Zhang, Mao Cai and Sanzhong Luo*

*Key Laboratory for Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China, Email: Luosziccas.ac.cn

H. Zhou, Y. Wang, L. Zhang, M. Cai, S. Luo, J. Am. Chem. Soc., 2017, 139, 3631-3634.

DOI: 10.1021/jacs.7b00437



see article for more reactions

Abstract

A synergistic chiral primary amine/achiral palladium catalyzed enantioselective terminal addition to allenes with α-branched β-ketocarbonyls and aldehydes affords allylic adducts bearing acyclic all-carbon quaternary centers with high regio- and enantioselectivity. A wide range of allenes can be employed.

see article for more examples

proposed mechanism



Key Words

allylation


ID: J48-Y2017