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Organocatalytic Asymmetric Synthesis of Tetrahydrothiophenes and Tetrahydrothiopyrans
Author(s) -
Mondal Buddhadeb,
Nandi Shiny,
Pan Subhas Chandra
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700503
Subject(s) - enantiopure drug , chemistry , domino , enantioselective synthesis , organocatalysis , organic synthesis , combinatorial chemistry , nanotechnology , organic chemistry , catalysis , materials science
Tetrahydrothiophenes and tetrahydrothiopyrans are an important class of compounds both from synthetic and biological points of view and have attracted the attention of many synthetic chemists and biologists over the years. Their high synthetic utility and diverse distribution in nature have made tetrahydrothiophenes and tetrahydrothiopyrans privileged motifs in organic chemistry. The last decade has witnessed great exploration of organocatalytic domino methods for the synthesis of enantiopure tetrahydrothiophenes and tetrahydrothiopyrans containing multiple stereocentres. The application of new bidentate reagents containing sulfur moieties in the development of double Michael reactions has revolutionized their synthesis. This microreview highlights recent organocatalytic asymmetric approaches to the synthesis of tetrahydrothiophenes and tetrahydrothiopyrans and describes the advances that have been made over the years.