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Catalytic Asymmetric Vinylogous and Bisvinylogous Propargylic Substitution

Qian, Hao-Dong; Li, Zhi-Heng; Deng, Shuang; Yao, Chaochao; Xiang, Hua-Ming; Xu, Guang; Geng, Zi-Qi; Wang, Zihao; Chen, Linfeng; Liu, Chunrong; Zhu, Cuiju; Qi, Xiaotian; Xu, Hao*
Science Citation Index Expanded
武汉大学

摘要

Distinct regio-and enantioselectivity control in copper catalyzed vinylogous and bisvinylogous propargylic substitution has been accomplished by using a novel chiral N,N,P ligand. The developed method provides an efficient and selective approach to an array of highly enantioenriched alkynyl unsaturated carbonyl compounds. Salient features include excellent functional group tolerance and broad substrate scope. The synthetic utility of the developed method is further demonstrated by a gram-scale synthesis and by application to a range of transformations including enantioselective synthesis of unique challenging compounds.

关键词

ENANTIOSELECTIVE ALLYLIC SUBSTITUTION COPPER ALDOL ESTERS CYCLOADDITION AMINATION