A convergent total synthesis of (-)-nahuoic acid C(B) (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.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5655813 | PMC |
| http://dx.doi.org/10.1021/jacs.7b08683 | DOI Listing |
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