✦ LIBER ✦
Reagent control of stereochemistry in allylic additions to chiral aldehydes with CpMo(NO)(X)(2-methallyl) complexes of high enantiomeric purity
✍ Scribed by J. W. Faller; Jenna Thu Nguyen; Maria R. Mazzieri
- Publisher
- John Wiley and Sons
- Year
- 1995
- Tongue
- English
- Weight
- 452 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0268-2605
No coin nor oath required. For personal study only.
✦ Synopsis
Reactions of (R)and (S)-CpMo(NO)(q3methallyl)X(X
= camphorsulfonate, C1, Br, I) with chiral a-substituted aldehydes yield homoallylic alcohols with high diastereoselectivity. Reactions of (R)and (S)-CpMo(NO)(q3methallyl)Ls[Ls = (IS) -(+) -10camphorsulfonate] with D-glyceraldehyde acetonide yield the corresponding homoallylic alcohols in >98% diastereomeric excess. Reactions with racemic 2-phenylpropionaldehyde and nonracemic 3-benzyloxy-2methylpropanol are also considered and show that there is very high reagent control of stereochemistry in additions to the carbonyl group.