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Communication | Regular issue | Vol 53, No. 8, 2000, pp.1685-1690
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8947
Synthesis of Bornene Ring-fused Dihydrothiopyrans, a New Class of Chiral Cyclic Sulfides, via Intramolecular Hetero Diels-Alder Reaction of Homochiral Thiabutadienes, 3-(Arylmethylene)thiocamphors

Takao Saito,* Hisakazu Furuie, Yuko Ishigo-oka, Itaru Watanabe, and Kimiko Kobayashi

*Department of Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan

Abstract

A highly diastereoisoface-selective intramolecular hetero Diels-Alder reaction of homochiral camphor-derived thiabutadienes to afford novel, optically active bornene ring-fused dihydrothiopyrans is described for the first time.