Stereochemistry of an oxidative 1, 4-fragmentation of γ-stannyl alcohols with a hypervalent organoiodine compound and the synthesis of erythro-6-acetoxyhexadecan- …

M Ochiai, T Ukita, Y Nagao, E Fujita

Index: Ochiai, Masahito; Ukita, Tatsuzo; Nagao, Yoshimitsu; Fujita, Eiichi Journal of the Chemical Society, Chemical Communications, 1985 , # 10 p. 637 - 638

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Citation Number: 19

Abstract

Iodine ()-mediated oxidative 1, 4-fragmentation of the 2, 3--and 2, 3--3-stannyl alcohols,() and (), proceeds stereospecifically to give the-and-enals,() and (), respectively, and stetreoselective synthesis of the mosquito pheromone,-6-acetoxyhexadecan-5-olide (), starting from the-enal (), was accomplished.