Abstract
The enantioselective cyclopropanation of cinnamyl alcohol (3) to 2-phenylcyclopropanemethanol (4) using (1R,2S)-N-methylephedrine-modified halomethylzinc reagents is reported. Modest (up to 24% ee) enantioselectivites were observed, and a solvent induced reversal of selectivity was noted. These studies demonstrated the potential for chiral zinc species to differentiate olefin enantiofaces in the delivery of methylene to prochiral allylic alcohols.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 229-230 |
| Number of pages | 2 |
| Journal | Synlett |
| Volume | 1992 |
| Issue number | 3 |
| DOIs | |
| State | Published - 1992 |
ASJC Scopus subject areas
- Organic Chemistry