A multifaceted phosphate tether: application to the C15-C30 subunit of dolabelides A-D.

ABSTRACT: 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.

SUBMITTER: Whitehead A 

PROVIDER: S-EPMC2641022 | biostudies-literature | 2008 Apr

REPOSITORIES: biostudies-literature