Ontology highlight
ABSTRACT:
SUBMITTER: Liu Q
PROVIDER: S-EPMC5655813 | biostudies-literature | 2017 Oct
REPOSITORIES: biostudies-literature
Liu Qi Q Deng Yifan Y Smith Amos B AB
Journal of the American Chemical Society 20170921 39
A convergent total synthesis of (-)-nahuoic acid C<sub>i</sub>(B<sub>ii</sub>) (3), a novel cis-decalin polyketide, has been achieved. Key synthetic transformations include Type II Anion Relay Chemistry (ARC) to construct the polyol chain, a Ti-catalyzed asymmetric Diels-Alder reaction to generate the cis-decalin skeleton, and a late-stage large fragment union exploiting a Micalizio alkoxide-directed alkyne-alkene coupling tactic. ...[more]