1,4-Fragmentation of γ-Tributylstannyl Alcohols by a Hypervalent Organoiodine Compound: a New Synthesis of Unsaturated Carbonyl Compounds

DOI: 10.1039/c39840001007

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 1007 - 1008 (1984)

Update date:2022-08-04

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Authors:

Ochiai, Masahito

Ukita, Tatsuzo

Nagao, Yoshimitsu

Fujita, Eiichi

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Article abstract of DOI:10.1039/c39840001007

1,4-Fragmentation of γ-tributylstannyl alcohols using iodosylbenzene, boron trifluoride-diethyl ether, and dicyclohexylcarbodiimide produces unsaturated 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.

Full text of DOI:10.1039/c39840001007

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