6533b830fe1ef96bd1296742
RESEARCH PRODUCT
γ-Silylboronates in the chiral Brønsted acid-catalysed allylboration of aldehydes.
Pablo BarrioTakahiko AkiyamaKodai SaitoSantos FusteroElsa Rodríguezsubject
Allylic rearrangementStereochemistryChemistryMetals and AlloysEnantioselective synthesisGeneral ChemistryCatalysisSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsCatalysisMaterials ChemistryCeramics and CompositesOrganic chemistryBrønsted–Lowry acid–base theorydescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2014-12-04 | Chemical communications (Cambridge, England) |