Reagent Control of Stereochemistry in Allylic Additions to Chiral Aldehydes with CpMO(NO)(X)(2-methallyl) Complexes of High Enantionmeric Puriy

J.W. FALLER; J.T. NGUYEN; M.R. MAZZIERI

JOHN WILEY & SONS LTD

Lugar: Chichester; Año: 1995 vol. 9 p. 291 - 291

eactions of (R)- and (S)-CpMo(NO)(q3-methallyl)X(X = camphorsulfonate, C1, Br, I)with chiral a-substituted aldehydes yield homoallylic alcohols with high diastereoselectivity.Reactions of (R)- and (S)-CpMo(NO)(q3-methallyl)Ls[Ls = (IS) - (+) - 10 - camphorsulfonate]with D-glyceraldehyde acetonide yield the corresponding homoallylic alcohols in >98% diastereomeric excess. Reactions with racemic 2-phenylpropionaldehyde and nonracemic 3-benzyloxy-2-methylpropanol are also considered and show that there is very high reagent control of stereochemistry in additions to the carbonyl group.