Abstract

A novel, efficient total synthesis of the naturally occurring antiviral nothapodytine B ( 2 , mappicine ketone) is reported. The approach is based on the successful implementation of the Johnson orthoester rearrangement of allylic alcohol 7 for assembly of a pyridone D ring precursor with the necessary functionalities. Nothapodytine B is converted into mappicine 3 by NaBH 4 reduction.

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