Reactions of disiamyl(3-phenyl-2-butenyl)borane with aldehydes and ketones

Mehrotra, Indu ; Devaprabhakara, D. (1973) Reactions of disiamyl(3-phenyl-2-butenyl)borane with aldehydes and ketones Journal of Organometallic Chemistry, 51 . pp. 93-98. 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)93503-4

Abstract

A substituted allyl organoborane, disiamyl(3-phenyl-2-butenyl)borane has been prepared in situ by the monohydroboration of 3-phenyl-1,2-butadiene with disiamylborane. It reacts readily with butyraldehyde, benzaldehyde, acrolein and acetone to give unsaturated alcohols, possibly via a six-membered transition state involving allylic rearrangement.

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