TRICYCLIC ORTHO ESTER FORMATION FROM TRICHLOROETHYLIDENE ACETALS OF SUGARS VIA KETENE ACETALS

Articles > Article · 1994

Authors: Azize Yeşim SALMAN, ÖMÜR MAKİNABAKAN, LEVENT YÜCEER

TETRAHEDRON LETTERS, Journal Indexed in SCI Expanded, International, 1994, vol 35, pp 9233-9236

DOI: 10.1016/0040-4039(94)88475-7

Summary

One step formation of the tricyclic dichloroethylidyne ortho esters from the reaction of trichloroethylidene acetals of D-galactose and D-arabinose with K tert-butoxide are described. The possible intermediate, ie, ketene acetal was prepared separately, from the suitably protected 1,2-O-trichloroethylidene-alpha-D-galactofuranose Stereoselective formation of an ortho ester anhydride, from the ketene acetal is also described

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