Ontology highlight
ABSTRACT:
SUBMITTER: Whitehead A
PROVIDER: S-EPMC2641022 | biostudies-literature | 2008 Apr
REPOSITORIES: biostudies-literature
Whitehead Alan A Waetzig Joshua D JD Thomas Christopher D CD Hanson Paul R PR
Organic letters 20080307 7
Construction of the C15-C30 subunit of dolabelide utilizing a temporary phosphate tether is described. Two routes are reported that make use of the orthogonal protecting- and leaving-group properties innate to phosphate esters. One route relies on a selective terminal oxidation, while a second utilizes a CM/selective hydrogenation sequence. Both routes depend on a highly regio- and diastereoselective cuprate addition to set the requisite stereochemistry at C22. ...[more]