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Journal of Organometallic Chemistry

Synthetic methods: IX. Hydroboration of silylacetylenes. A new synthesis of α-silaketones

A Hassner, JA Soderquist

文献索引:Hassner,A.; Soderquist,J.A. Journal of Organometallic Chemistry, 1977 , vol. 131, p. C1 - C4

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被引用次数: 50

摘要

Abstract The first example of monohydroboration of silylacetylenes with dichloroborane is described. The reaction occurs regio-and stereo-specifically and leads after methanolysis to isolable vinylboronic esters (III). The latter undergo photo Z⇌ E isomerization. Oxidation of III to the corresponding α-silaketone was accomplished in high yield using trimethylamine-N- oxide dihydrate. The overall method represents a useful conversion of acetylenes to α- ...