Dihydrobation-chromium trioxide oxidation of gem-and vic-diorganoboranes

Ramana Rao, V. V. ; Agarwal, S. K. ; Mehrotra, Indu ; Devaprabhakara, D. (1979) Dihydrobation-chromium trioxide oxidation of gem-and vic-diorganoboranes Journal of Organometallic Chemistry, 166 (1). pp. 9-16. ISSN 0022-328X

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00223...

Related URL: http://dx.doi.org/10.1016/S0022-328X(00)91414-1

Abstract

Representative cyclic and acyclic acetylenes were hydroborated using BH3-THF, and the resulting mixture of 1,1- and 1,2-diorganoboranes was treated with chronium trioxide in pyridine. It appears that the 1,1-diorganoboranes are transformed to the corresponding alcohols and ketones, while the threo-1,2-diorganoboranes mainly give (E)-olefines via a cis stereospecific elimination.

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