Construction of the DEF-ring system of NOGALAMYCIN (cas 1404-15-5) and menogaril via an efficient Suzuki-Miyaura reaction

Add time:09/02/2019    Source:sciencedirect.com

A new approach to the total synthesis of anthracycline natural products, NOGALAMYCIN (cas 1404-15-5) and menogaril, was explored. The goal was to enable late-stage introduction of the EF-ring segment. The new synthetic route has been developed through strategic application of a Suzuki-Miyaura reaction as the key step, which coupled the EF-ring segment with the D-ring to give a 1,1′-disubsitituted alkene in good yield under biphasic conditions. Further manipulation of the coupling product completed the construction of the DEF-ring system.

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