A mild ring opening of vinyl- epoxides and aziridines with B2Pin2 catalyzed by Ni(0)-Binap affords new functionalized allylic boron derivatives which undergo sequential transformations. The uncatalyzed allylation of aldehydes allows obtaining challenging bis-homoallylic alicyclic 1,3-diols and 1,3-aminoalcohols with remarkably high stereoselectivities. Valuable trans-bis-allylic 1,4-aminoalcohols can be obtained by a simple oxidation.
Autori interni: | ||
Autori: | S. CROTTI; F. BERTOLINI; F. MACCHIA; PINESCHI M | |
Titolo: | Nickel-Catalyzed Borylative Ring-Opening of Vinyl Epoxides and Aziridines | |
Anno del prodotto: | 2009 | |
Digital Object Identifier (DOI): | 10.1021/ol901429g | |
Appare nelle tipologie: | 1.1 Articolo in rivista |
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