γ-Silylboronates in the chiral Brønsted acid-catalysed allylboration of aldehydes.
The use of functionalised allylboronic esters in the catalytic enantioselective allylboration of aldehydes is described for the first time. γ-Silylallyl pinacolate derivatives give rise to α-silyl homoallylic alcohols in high yields, with complete diastereoselectivities and high enantioselectivities, in most of the cases. The usefulness of such intermediates is showcased by their transformation into fluorinated allylic alcohols.
CCDC 1031785: Experimental Crystal Structure Determination
Related Article: Pablo Barrio, Elsa Rodríguez, Kodai Saito, Santos Fustero, Takahiko Akiyama|2015|Chem.Commun.|51|5246|doi:10.1039/C4CC08598A