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Highly efficient diastereoselective Exo Diels-Alder reactions of homochiral 2-(N-acylamino)-1-thia-1,3-dienes: A powerful entry into optically pure thiopyrans

Authors :
Colin W. G. Fishwick
Andrew Simon Bell
Jessica E. Reed
Source :
Tetrahedron Letters. 37:123-126
Publication Year :
1996
Publisher :
Elsevier BV, 1996.

Abstract

4-Phenyl-2-N-(R-(−)-α-(2-naphthyl)ethylamino)-1-thia-1,3-dienes when activated by acetyl chloride, undergo extremely efficient diastereoselective exo Diels-Alder cycloadditions giving access to thiopyrans of high optical purity.

Details

ISSN :
00404039
Volume :
37
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........dae75213edc11d10781bd84248da2b8c
Full Text :
https://doi.org/10.1016/0040-4039(95)02089-6