A facile catalytic enantioselective 1,2-addition of diynes to trifluoromethyl ketones was developed. By a com- bination of Me2Zn, Ti（OPr-i）4, BaF2 and quinine, the reaction of a series of terminal diynes with triflu...A facile catalytic enantioselective 1,2-addition of diynes to trifluoromethyl ketones was developed. By a com- bination of Me2Zn, Ti（OPr-i）4, BaF2 and quinine, the reaction of a series of terminal diynes with trifluoromethyl ke- tones 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 trifluoro- methylketone was applied in the synthesis of the Efavirenz analogue.展开更多
The reaction of chiral N-（tert-butanesulfinyl）ketimines and α,β-unsaturated trifluorotuethyl ketones catalyzed by DBU was achieved under mild conditions. 1,2-Addition products, precursors of chiral trifluoromethyl...The reaction of chiral N-（tert-butanesulfinyl）ketimines and α,β-unsaturated trifluorotuethyl ketones catalyzed by DBU was achieved under mild conditions. 1,2-Addition products, precursors of chiral trifluoromethylated 1,3-amino alcohols, were obtained diastereoselectively （dr value up to 95 ： 5） in moderate yields （up to 76%）. A possible catalytic cycle was proposed.展开更多
文摘A facile catalytic enantioselective 1,2-addition of diynes to trifluoromethyl ketones was developed. By a com- bination of Me2Zn, Ti（OPr-i）4, BaF2 and quinine, the reaction of a series of terminal diynes with trifluoromethyl ke- tones 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 trifluoro- methylketone was applied in the synthesis of the Efavirenz analogue.
基金Project supported by the National Natural Science Foundation of China （No. 20872166）.
文摘The reaction of chiral N-（tert-butanesulfinyl）ketimines and α,β-unsaturated trifluorotuethyl ketones catalyzed by DBU was achieved under mild conditions. 1,2-Addition products, precursors of chiral trifluoromethylated 1,3-amino alcohols, were obtained diastereoselectively （dr value up to 95 ： 5） in moderate yields （up to 76%）. A possible catalytic cycle was proposed.
