1, 4-Fragmentatioin of γ-tributylstannyl alcohols by a hypervalent organoiodine compound: a new synthesis of unsaturated carbonyl compounds

M Ochiai, T Ukita, Y Nagao, E Fujita

Index: Ochiai, Masahito; Ukita, Tatsuzo; Nagao, Yoshimitsu; Fujita, Eiichi Journal of the Chemical Society, Chemical Communications, 1984 , # 15 p. 1007 - 1008

Full Text: HTML

Citation Number: 1

Abstract

1, 4-Fragmentation of γ-tributylstannyl alcohols using iodosylbenzene, boron trifiluoride– diethyl ether, and dicyclohexycarbodiimide produces unsaturatd carbonyl compounds; the fragmentation, combined with conjugate addition of tributylstannyl-lithium and reduction or alkylation, offers an efficient procedure for the reductive and alkylative ring opening of cyclic vinyl ketones.