HYDROBORATION OF 1-(3-BUTENYL)PIPERIDINE AND 1-(4-PENTENYL)PIPERIDINE
Hydroboration of 1-(3-butenyl)- (Ia) and 1-(4-pentenyl)piperidine (Ib) with triethylamine-borane followed by hydrolysis and oxidation afforded the appropriate alcohols IIIc and IIIf resp.The spirocyclic amine-borane IIa,b isolated from the hydroboration product were transformed by hydrochloric acid into the hydrochlorides of piperidinealkylboronic acids IVa,b which were oxidized in an alkaline medium with hydrogen peroxide to the primary alcohols IIIc,f.Diethyl ester V was prepared by ethanolysis of IIa.
Kafka, Stanislav,Ferles, Miloslav
p. 78 - 85
(2007/10/02)
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