title: Highly enantioselective addition of phenylethynylzinc to aldehydes catalyzed by chiral cyclopropane-based amino alcohols.
abstract: 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.
authors: Bing
authors: B
authors: Zheng
authors: Zhiyuan
authors: Z
authors: Li
authors: Feipeng
authors: F
authors: Liu
authors: Yanhua
authors: Y
authors: Wu
authors: Junjian
authors: J
authors: Shen
authors: Department of Applied Chemistry, China Agricultural University, 2 West Yuanmingyuan Road, Beijing 100193, China. bianqinghua@cau.edu.cn.
authors: Qinghua
authors: Q
authors: Bian
authors: Department of Applied Chemistry, China Agricultural University, 2 West Yuanmingyuan Road, Beijing 100193, China. houshc@cau.edu.cn.
authors: Shicong
authors: S
authors: Hou
authors: Ming
authors: M
authors: Wang
mesh_terms: D000114:Acetylene / Q000031:analogs & derivatives* / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D000605:Amino Alcohols / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D018360:Crystallography, X-Ray; D003521:Cyclopropanes / Q000737:chemistry*; D008968:Molecular Conformation; D015032:Zinc / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D000605:Amino Alcohols; D003521:Cyclopropanes; C044736:phenylacetylene; C030797:cyclopropane; D015032:Zinc; D000114:Acetylene