Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols

Molecules

Bing Zheng²  Zhiyuan Li¹  Feipeng Liu²  Yanhua Wu²  Junjian Shen²  Qinghua Bian²  Shicong Hou² 

[1] Yanlin Agriculture Bureau, 20 Huadu Avenue, Yanlin 461200, Henan, China; E-Mail:;Department of Applied Chemistry, China Agricultural University, 2 West Yuanmingyuan Road, Beijing 100193, China; E-Mails:

关键词: alkynylation;    aldehydes;    cyclopropane-based;    amino alcohols;    asymmetric catalysis;   

DOI  :  10.3390/molecules181215422

来源: mdpi

【 摘 要 】

The enantioselective addition of phenylethynylzinc to aldehydes catalyzed by a series of cyclopropane-based amino alcohol ligands 7 was investigated. The reactions afforded chiral propargylic alcohols in high yields (up to 96%) and with excellent enantioselectivities (up to 98% ee) under mild conditions. Furthermore, studies on the structural relationship show that the matching of the chiral center configuration is crucial to obtain the high enantioselectivity.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.