Asymmetric syntheses based on 1, 3-oxathianes. 1. Scope of the reaction

EL Eliel, S Morris-Natschke

Index: Eliel; Morris-Natschke Journal of the American Chemical Society, 1984 , vol. 106, # 10 p. 2937 - 2942

Full Text: HTML

Citation Number: 114

Abstract

Results The results of the present study (cf. Scheme I) are summarized in Table I (4, 4, 6- trimethyloxathiane ketones 4) and Table I1 (4, 6, 6-trimethyloxathiane ketones 6). The starting ketones were prepared by condensing the 2-lithio derivatives of 1, 3-0xathianes 1 and 2 with aldehydes (in good to excellent yields) followed by oxidation of the isomer mixtures so formed with dimethyl sulfoxide, trifluoroacetic anhydride, and triethylamine5 ( ...