Organocatalytic asymmetric addition of alcohols to cyclic trifluoromethyl ketimines: highly enantioselective synthesis of chiral N,O-ketals.
A highly enantioselective addition of alcohols to cyclic trifluoromethyl ketimines is developed catalyzed by quinine-thiourea, giving biologically interesting N,O-ketals in up to 99% yield and 96% ee.
State Key Laboratory of Bioreactor Engineering, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China. xiehexin@ecust.edu.cn.
Ding
D
Zhou
Xueting
X
Yu
Jian
J
Zhang
Wei
W
Wang
Hexin
H
Xie
D000438:Alcohols / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D011803:Quinine / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
D000438:Alcohols; D007097:Imines; D007659:Ketones; D009570:Nitriles; C542835:ketimine; D011803:Quinine; D013890:Thiourea