Asymmetric One-Pot Synthesis of 1,4-Dihydroquinolines via an Organocatalytic Aza-Michael/Michael Cascade Strategy

作者：Lee Yona; Heo Seungpyeong; Kim Sung Gon^*

来源：Advanced Synthesis & Catalysis, 2015, 357(7): 1545-1550.

DOI：10.1002/adsc.201401176

• asymmetric synthesis
• cascade reaction
• dihydroquinoline
• Michael addition
• organocatalysis

A synthetic method for the construction of fully substituted enantioenriched 1,4-dihydroquinolines using an organocatalytic aza-Michael/Michael cascade reaction has been developed. The asymmetric reaction of 2-(tosylamino) phenyl alpha,beta-unsaturated ketones with alkynyl aldehydes, promoted by diphenylprolinol O-TMS ether as an organocatalyst, generated chiral 1,4-dihydroquinolines in good to high yields with excellent enantioselectivities (up to 97% ee).

• 出版日期2015-5-4