Brief, efficient and highly diastereoselective synthesis of (±)-pumiliotoxin C based on the generation of an octahydroquinoline precursor via a four-component reaction

Literature Information

Publication Date 2011-05-06
DOI 10.1039/C1CC11246E
Impact Factor 6.222
Authors

Swarupananda Maiti, J. Carlos Menéndez


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Abstract

A short and highly diastereoselective synthesis of the amphibian alkaloid pumiliotoxin C is described, based on the preparation of an octahydroquinoline derivative through a four-component reaction. The route proceeds in 66% overall yield from 1,3-cyclohexanedione and includes two hydrogenation steps, whose stereochemical outcome was controlled vianitrogen acylation.

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