Catalytic Enantioselective
Synthesis of 3,4-Unsubstituted
Thiochromenes through Sulfa-Michael/Julia–Kocienski Olefination
Cascade Reaction
Amit Kumar Simlandy
Santanu Mukherjee
10.1021/acs.joc.7b00579.s003
https://acs.figshare.com/articles/dataset/Catalytic_Enantioselective_Synthesis_of_3_4-Unsubstituted_Thiochromenes_through_Sulfa-Michael_Julia_Kocienski_Olefination_Cascade_Reaction/4887221
A highly
enantioselective cascade sulfa-Michael/Julia–Kocienski
olefination reaction between 2-mercaptobenzaldehydes and β-substituted
vinyl PT-sulfones has been realized for the synthesis of 3,4-unsubstituted
2<i>H</i>-thiochromenes. This reaction, catalyzed by diphenylprolinol
TMS ether, proceeds through an aromatic iminium intermediate and furnishes
a wide range of 2-substiuted 2<i>H</i>-thiochromenes with
excellent enantioselectivities (up to 99:1 er).
2017-04-07 00:00:00
enantioselectivitie
Olefination
Sulfa-Michael
Catalytic Enantioselective Synthesis
thiochromene
enantioselective
olefination
proceed
2- mercaptobenzaldehydes
diphenylprolinol TMS ether
vinyl PT-sulfones
iminium
Cascade
Unsubstituted
β-
2- substiuted 2 H
sulfa-Michael
cascade
unsubstituted
Thiochromene
synthesis