| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5281162 | Tetrahedron Letters | 2005 | 4 Pages |
Abstract
The total synthesis of heliannuol C and E from a common intermediate are described. Key steps in the synthesis include a regioselective aromatic Claisen rearrangement to install the (1-vinyl)-4-methyl-3-pentenyl substituent and regioselective biomimetic 7-endo and 6-exo phenol epoxide cyclizations to form the cyclic ether moieties.
Graphical abstract(±)-Heliannuols C and E were synthesized from a common epoxide intermediate in only seven steps overall from 2-methylanisole.Download full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
James R. Vyvyan, Jennifer M. Oaksmith, Bevin W. Parks, Elaine M. Peterson,