| Autor: |
Takagi, Ryukichi, Sasaoka, Asami, Kojima, Satoshi, Ohkata, Katsuo |
| Zdroj: |
Chemical Communications; January 1997, Vol. 1997 Issue: 19 p1887-1888, 2p |
| Abstrakt: |
The stereoselective synthesis of rac- and ent-rhopaloic acid A 1 has been accomplished, via successive homologation of (2E,6E)-farnesol 2 and cyclization to form a tetrahydropyran ring, together with final introduction of an α-methylene group; the asymmetric synthesis was achieved via an Evans’ asymmetric alkylation using (S)-4-benzyloxazolidin-2-one as a chiral auxiliary; the synthetic rhopaloic acid A, with a predicted absolute configuration of (2S,5R), had a specific rotation of opposite sign to that of the natural product, and therefore the configuration of natural rhopaloic acid A should be assigned as (2R,5S). |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
|
