The group-selective aldolization/desymmetrization of meso dialdehyde 5 with a borylenolate derived from N-propionylbornanesultam ent-2 yields very efficiently lactols 6 with simultaneous generation of four stereogenic centers. Oxidation (6→7) followed by saponification of the sultam moiety (7→4) provided the Prelog-Djerassi lactonic acid 4 in a three step sequence in 61-71% overall yield.
|Original language||English (US)|
|Number of pages||4|
|State||Published - Feb 3 1997|
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry