Abstract
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) |
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Pages (from-to) | 809-812 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 38 |
Issue number | 5 |
DOIs | |
State | Published - Feb 3 1997 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry