"asymmetric hydrogenation of homochiral vinyloxazaborolines under ambient conditions"

24¾ x 47½"
pencil and pen on paper
2004
collection of: Soya Gamsey and Gabe Winogrund

Novel homochiral vinyloxazaborolidines were synthesized and subsequently hydrogenated using Pd/C under ambient conditions to produce, after oxidation of the boronate group, enantiomerically enriched alcohols. This study serves as the first example of asymmetric hydrogenation utilizing oxazaborolidines as chiral auxiliaries. Substrate syntheses and conformational studies were described at the 227th American Chemical Society National Meeting.