Regiospecific functionalization of cyclic allenes with catecholeorane

Ramana Rao, V. V. ; Agarwal, S. K. ; Devaprabhakara, D. ; Chandrasekaran, S. (1979) Regiospecific functionalization of cyclic allenes with catecholeorane Synthetic Communications, 9 (5). pp. 437-442. ISSN 0039-7911

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Related URL: http://dx.doi.org/10.1080/00397917908064174

Abstract

Reaction of diborane and disiamylborane with cyclic allenes, resulted in the formation of a mixture of products resulting from the addition of boron at the central carbon as well as terminal carbon. Fish has reported that addition of 4, 4, 6-trimethyl-1, 3, 2-dioxaborinane to 1, 3-disubstituted allenes takes place at the central carbon atom preferentially when the hydroboration was done at 130° for 35-50 h in a sealed tube. The reactivity and stability of catecholborane at high temperatures which is known to provide greater stearic.

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