Abstract
Starting from the enantiomerically pure monoterpenes (+)‐pulegone (3), (+)‐limonene (7), (−)‐β‐pinene (9), (+)‐ and (−)‐camphor (13) or (+)‐cholestenone (11) the chiral alcohols 4, 5, 6, 8, 10, 12, 14, 15, 16, 17 et 18 were prepared; their acrylates II underwent a TiCl4‐promoted Diels‐Alder addition to cyclopentadiene Scheme 3, Table giving in a predictable manner either the (2R)‐ or the (2S)‐adducts III with 63 to 88% asymmetric induction.
| Original language | German |
|---|---|
| Pages (from-to) | 2802-2807 |
| Number of pages | 6 |
| Journal | Helvetica Chimica Acta |
| Volume | 64 |
| Issue number | 8 |
| DOIs | |
| State | Published - 1981 |
| Externally published | Yes |
ASJC Scopus subject areas
- Catalysis
- Biochemistry
- Drug Discovery
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
Cite this
Oppolzer, W., Kurth, M., Reichlin, D., Chapuis, C., Mohnhaupt, M., & Moffatt, F. (1981). Asymmetric induction in Diels‐Alder reactions to acrylates derived from chiral sec‐alcohols. Preliminary communication. Helvetica Chimica Acta, 64(8), 2802-2807. https://doi.org/10.1002/hlca.19810640841