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A Catalytic Michael/Horner–Wadsworth–Emmons Cascade Reaction for Enantioselective Synthesis of Thiochromenes
Author(s) -
Choudhury Abhijnan Ray,
Mukherjee Santanu
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201300281
Subject(s) - chemistry , enantioselective synthesis , phosphonate , bifunctional , electrophile , organic chemistry , yield (engineering) , aryl , michael reaction , catalysis , cascade reaction , combinatorial chemistry , materials science , metallurgy , alkyl
Abstract A catalytic enantioselective sulfa‐Michael/Horner–Wadsworth–Emmons reaction cascade has been developed, taking advantage of phosphonate as an electrophilic activator and a traceless binding site. Using a chiral bifunctional urea derivative as the catalyst, a variety of aryl and heteroaryl substituted thiochromenes was obtained in excellent yield with a high level of enantioselectivity.