54411-87-9Relevant articles and documents
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Sondheimer,Mechoulam
, (1958)
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Regioselective semihydrogenation of dienes
Graham, Thomas J. A.,Poole, Thomas H.,Reese, Charles N.,Goess, Brian C.
experimental part, p. 4132 - 4138 (2011/07/07)
A one-pot, three-step strategy for the regioselective semihydrogenation of dienes is described. This procedure uses 9-BBN-H as a temporary protective group for alkenes. Yields range from 55% to 95%, and the reaction is tolerant of a variety of common functional groups. Additionally, the final elimination step of the sequence can be replaced with a peroxide-mediated alkylborane oxidation, generating regioselectively semihydrogenated product alcohols.