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Total synthesis of rhazinilam: axial to point chirality transfer in an enantiospecific Pd-catalyzed transannular cyclization.

ABSTRACT: A total synthesis of rhazinilam based on a transannular cyclization strategy is described. Using a Heck reaction, the axial chirality of a halogenated 13-membered lactam can be exploited to create the quaternary chiral stereogenic center in the target molecule with high enantiospecificity.

SUBMITTER: Gu Z

PROVIDER: S-EPMC3071635 | biostudies-literature | 2010 Oct

REPOSITORIES: biostudies-literature

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Total synthesis of rhazinilam: axial to point chirality transfer in an enantiospecific Pd-catalyzed transannular cyclization.

Gu Zhenhua Z Zakarian Armen A

Organic letters 20101001 19

A total synthesis of rhazinilam based on a transannular cyclization strategy is described. Using a Heck reaction, the axial chirality of a halogenated 13-membered lactam can be exploited to create the quaternary chiral stereogenic center in the target molecule with high enantiospecificity. ...[more]

PMID: 20795730

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