Total Synthesis of (-)-Nahuoic Acid C_i (B_ii).

ABSTRACT: A convergent total synthesis of (-)-nahuoic acid C_i(B_ii) (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.

SUBMITTER: Liu Q 

PROVIDER: S-EPMC5655813 | biostudies-literature | 2017 Oct

REPOSITORIES: biostudies-literature