Organocatalytic One-Pot Asymmetric Synthesis of Thiolated Spiro-γ-lactam Oxindoles Bearing Three Stereocenters.
The first asymmetric synthesis of spiro-γ-lactam oxindoles bearing three stereocenters is reported. One-pot thiol-Michael/Mannich/lactamization reactions promoted by a recyclable fluorous bifunctional cinchona alkaloid/thiourea organocatalyst afford products in moderate to good yields with up to 95% ee and 6:1 dr.
Department of Chemistry, University of Massachusetts , 100 Morrissey Boulevard, Boston, Massachusetts 02125, United States.
Xin
X
Huang
Department of Chemistry, University of Massachusetts , 100 Morrissey Boulevard, Boston, Massachusetts 02125, United States.
Miao
M
Liu
Department of Chemistry, University of Massachusetts , 100 Morrissey Boulevard, Boston, Massachusetts 02125, United States.
Kenny
K
Pham
Department of Chemistry, University of Massachusetts , 100 Morrissey Boulevard, Boston, Massachusetts 02125, United States.
Xiaofeng
X
Zhang
School of Chemical Engineering, Nanjing University of Science and Technology , Nanjing 210094, China.
Wen-Bin
WB
Yi
Department of Chemistry, Keene State College , Keene, New Hampshire 03435-2001, United States.
Jerry P
JP
Jasinski
Department of Chemistry, University of Massachusetts , 100 Morrissey Boulevard, Boston, Massachusetts 02125, United States.
Wei
W
Zhang