Issue 23, 1990

Intramolecular hetero Diels–Alder reaction of 1-thiabutadienes, 1-aryl-3-[2-(alkenyloxy)phenyl]propene-1-thiones and 2-[2-(alkenyloxy)benzylidene]-3,4-dihydronaphthalene-1(2H)-thiones

Abstract

α,β-Unsaturated thioketones 4, 5 and 9, which are formed in situ by thionation of the corresponding ketones, undergo intramolecular hetero Diels–Alder reactions with high regio- and diastereo-selectivities (trans/cis) to give dihydrothiopyran-fused cycloadducts 6, 7 and 10.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1990, 1665-1667

Intramolecular hetero Diels–Alder reaction of 1-thiabutadienes, 1-aryl-3-[2-(alkenyloxy)phenyl]propene-1-thiones and 2-[2-(alkenyloxy)benzylidene]-3,4-dihydronaphthalene-1(2H)-thiones

T. Saito, M. Nagashima, T. Karakasa and S. Motoki, J. Chem. Soc., Chem. Commun., 1990, 1665 DOI: 10.1039/C39900001665

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