Chiral syntheses of (R)-spirobi-1, 4-dioxan and related compouds from D-fructose

JYC Chan, L Hough, AC Richardson

Index: Chan, Jonathan Y. C.; Hough, Leslie; Richardson, Anthony C. Journal of the Chemical Society, Chemical Communications, 1982 , # 20 p. 1151 - 1153

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Abstract

Syntheses of ()-1, 4, 7, 10-tetraoxaspiro [5.5] undecane (spirobi-1, 4-dioxan),()-1, 4, 7-trioxa- 10-thiaspiro [5.5] undecane, and ()-1, 4, 7-trioxa-10-azaspiro [5.5] undecane from 2′- chloroethyl--fructopyranoside are reported, in which the chirality of the spiro-ring junction is defined by the configuration of the anomeric car