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Communication | Special issue | Vol 15, No. 2, 1981, pp.797-801
Published online, 1st January, 1970
DOI: 10.3987/S-1981-02-0797
Diastereoselective Synthesis of Chroman-Sulfoxides

Jaap M. Akkerman, Henk de Koning,* and Henderikus O. Huisman

*Laboratory of Organic Chemistry, University of Amsterdam, Nieuwe Achtergracht 129,1018 WS Amsterdam, The Netherlands

Abstract

Intramolecular addition of a phenolic hydroxy function to an α,β-unsaturated chiral sulfoxide led to the formation of a chiral chroman-sulfoxide in 22% optical yield. Subsequent conversions provided an α-tocopherol synthon in 12% enantiomeric excess.