Ontology highlight
ABSTRACT:
SUBMITTER: Ghosh AK
PROVIDER: S-EPMC8915666 | biostudies-literature | 2021 May
REPOSITORIES: biostudies-literature
The Journal of organic chemistry 20210419 9
We describe here an enantioselective synthesis of (+)-EBC-23, a potent anticancer agent from the Australian rainforest. Our convergent synthesis features a [3+2] dipolar cycloaddition of an olefin-bearing 1,3-<i>syn</i> diol unit and an oxime segment containing 1,2-<i>syn</i> diol functionality as the key step. The segments were synthesized in a highly enantioselective manner using Noyori asymmetric hydrogenation of a β-keto ester and Sharpless asymmetric dihydroxylation of an α,β-unsaturated es ...[more]