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Total synthesis of (+)-complanadine A using an iridium-catalyzed pyridine C-H functionalization.

ABSTRACT: The total synthesis of the Lycopodium alkaloid complanadine A, which is an unsymmetrical dimer of lycodine, was achieved by exploiting a common tetracyclic precursor. Key to the success of the synthesis was the development of a late-stage site-selective C-H functionalization of a pyridine moiety to arrive at a key boronic ester intermediate.

SUBMITTER: Fischer DF

PROVIDER: S-EPMC2867450 | biostudies-literature | 2010 May

REPOSITORIES: biostudies-literature

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Total synthesis of (+)-complanadine A using an iridium-catalyzed pyridine C-H functionalization.

Fischer Daniel F DF Sarpong Richmond R

Journal of the American Chemical Society 20100501 17

The total synthesis of the Lycopodium alkaloid complanadine A, which is an unsymmetrical dimer of lycodine, was achieved by exploiting a common tetracyclic precursor. Key to the success of the synthesis was the development of a late-stage site-selective C-H functionalization of a pyridine moiety to arrive at a key boronic ester intermediate. ...[more]

PMID: 20387895

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