Expedient Synthesis of the Tetracyclic Core of ent-Nakadomarin A
Organic Letters2008Vol. 10(9), pp. 1791–1793
Citations Over TimeTop 10% of 2008 papers
Abstract
An efficient eight-step assembly of the tetracyclic core (ABCD rings) of ent-(+)-nakadomarin A, a bioactive hexacyclic marine alkaloid, has been realized with Sonogashira coupling, platinum(II)-promoted cascade cyclizations, and saturation of a challenging carbon-carbon double bond through a hydroboration/oxidation/xanthate formation/Barton-McCombie deoxygenation sequence as key transformations.
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