Premium
Catalytic Enantioselective 1,2‐Addition of Terminal 1,3‐Diynes to Trifluoromethyl Ketones
Author(s) -
Zheng Yan,
Ma Hai,
Ma JunAn
Publication year - 2016
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201500901
Subject(s) - chemistry , trifluoromethyl , enantioselective synthesis , moiety , catalysis , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , alkyl
A facile catalytic enantioselective 1,2‐addition of diynes to trifluoromethyl ketones was developed. By a combination of Me 2 Zn, Ti(OPr‐ i ) 4 , BaF 2 and quinine, the reaction of a series of terminal diynes with trifluoromethyl ketones proceeded to afford trifluoromethylated chrial tertiary alcohols with the diyne moiety in good to high yields with moderate to high enantioselectivities. Furthermore, this catalytic asymmetric diyne addition to trifluoromethylketone was applied in the synthesis of the Efavirenz analogue.