Bulletin of the Chemical Society of Japan p. 2578 - 2583 (1990)
Update date:2022-07-30
Topics:
Nozaki, Kyoko
Oshima, Koichiro
Utimoto, Kiitiro
The reduction of dithiocarbonates or thiocarbonates by n-Bu3SnH-Et3B easily gives the corresponding hydrocarbons.The intermediate alkoxythiocarbonyl radical equivalents are trapped by properly located carbon-carbon multiple bonds.The dithiocarbonates derived from either homopropargylic or homoallylic alcohols produce tetrahydrofuranones upon treatment with n-Bu3SnH-Et3B.Application of this new method to the conversion of carbonyl compounds into olefins is also described.
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