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Synthesis of the carboline disaccharide domain of shishijimicin A.

ABSTRACT: A synthetic route to the carboline disaccharide domain (2) of shishijimicin A (1) has been developed. The convergent synthesis relies on a novel application of the Reetz-Mu?ller-Starke reaction to form the central, sulfur-bearing quaternary carbon center and addition of the carboline structural motif as a dianion to a disaccharide aldehyde fragment.

SUBMITTER: Nicolaou KC

PROVIDER: S-EPMC3146563 | biostudies-literature | 2011 Aug

REPOSITORIES: biostudies-literature

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Synthesis of the carboline disaccharide domain of shishijimicin A.

Nicolaou K C KC Kiappes J L JL Tian Weiwei W Gondi Vijaya B VB Becker Jochen J

Organic letters 20110628 15

A synthetic route to the carboline disaccharide domain (2) of shishijimicin A (1) has been developed. The convergent synthesis relies on a novel application of the Reetz-Müller-Starke reaction to form the central, sulfur-bearing quaternary carbon center and addition of the carboline structural motif as a dianion to a disaccharide aldehyde fragment. ...[more]

PMID: 21711032

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