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Concise, stereocontrolled synthesis of the citrinadin B core architecture.


ABSTRACT: A concise, stereocontrolled synthesis of the citrinadin B core architecture from scalemic, readily available starting materials is disclosed. Highlights include ready access to both cyclic tryptophan tautomer and trans-2,6-disubstituted piperidine fragments, an efficient, stereoretentive mixed Claisen acylation for the coupling of these halves, and further diastereoselective carbonyl addition and oxidative rearrangement for assembly of the core.

SUBMITTER: Guerrero CA 

PROVIDER: S-EPMC3217263 | BioStudies | 2011-01-01

REPOSITORIES: biostudies

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