Facile Reduction of Dithiocarbonates Derived from Secondary Alcohols with n-Bu 3 SnH–Et 3 B and Synthesis of 2-Furanthiones and 2-Furanones by Intramolecular …

K Nozaki, K Oshima, K Utimoto

Index: Nozaki, Kyoko; Oshima, Koichiro; Utimoto, Kiitiro Bulletin of the Chemical Society of Japan, 1990 , vol. 63, p. 2578 - 2583

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Citation Number: 28

Abstract

The reduction of dithiocarbonates or thiocarbonates by n-Bu 3 SnH–Et 3 B 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-Bu 3 SnH–Et 3 B. Application of this new method to the conversion of ...

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