An avenue to the sordarin core adaptable to analog synthesis.
We describe a synthesis of ketones 3 (X = O-R or CN; Y = H or alkyl), which are useful building blocks for the preparation of analogs of the potent antifungal agent sordarin, 1. Congeners of 1 constructed from 3 should permit detailed SAR investigations of the terpenoid core of the natural product.
Liang
Huan
H
Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia V6T 1Z1, Canada.
Schulé
Arnaud
A
Vors
Jean-Pierre
JP
Ciufolini
Marco A
MA
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007192:Indenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000138:chemical synthesis / Q000737:chemistry*
D000935:Antifungal Agents; D007192:Indenes; D013729:Terpenes; C003329:sordarin