Ontology highlight
ABSTRACT:
SUBMITTER: Hanson PR
PROVIDER: S-EPMC3150593 | biostudies-literature | 2011 Jun
REPOSITORIES: biostudies-literature
Hanson Paul R PR Chegondi Rambabu R Nguyen John J Thomas Christopher D CD Waetzig Joshua D JD Whitehead Alan A
The Journal of organic chemistry 20110429 11
The first synthesis of dolabelide C (1), a cytotoxic marine macrolide, is reported utilizing a phosphate tether-mediated approach. Bicyclic phosphates (S,S,S(P))-5 and (R,R,R(P))-5 serve as the central building blocks for the construction of two major 1,3-anti-diol subunits in 1 through selective cleavage pathways, regioselective olefin reduction, and cross-metathesis. Overall, phosphate-mediated processes provided copious amounts of both major subunits allowing for a detailed RCM macrocyclizati ...[more]