迈克尔反应
加合物
超强碱
亚胺
化学
催化作用
甘氨酸
加成反应
溶剂
有机化学
药物化学
氨基酸
生物化学
作者
Yu‐Jun Bai,Mei‐Ling Cheng,Xiaohui Zheng,Shengyong Zhang,Ping-An Wang
标识
DOI:10.1002/asia.202200131
摘要
A highly efficient asymmetric Michael addition of bulky glycine imine to α,β-unsaturated isoxazoles has been achieved by using 5 mol% of chiral cyclopropenimine as a chiral organo-superbase catalyst under mild conditions. Michael adducts were obtained in excellent yields (up to 97%) and stereoselectivities (up to >99 : 1 dr and 98% ee). A significant solvent effect was found in these chiral organosuperbase catalyzed asymmetric Michael reactions. Gram-scale preparation of Michael adducts and their transformations are realized to provide corresponding products without loss of stereoselectivities. The configurations of Michael adduct was determined by single-crystal X-ray diffraction analysis.
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