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Synthesis of the bridging framework of phragmalin-type limonoids.

ABSTRACT: An efficient synthesis of the octahydro-1H-2,4-methanoindene core of phragmalin-type limonoids, such as xyloccensins O and P, is reported. The success of the synthetic route is predicated on the use of network analysis in the retrosynthetic analysis and a Diels-Alder reaction for the synthesis of a key hydrindanone derivative.

SUBMITTER: Lebold TP

PROVIDER: S-EPMC3337790 | biostudies-literature | 2012 Apr

REPOSITORIES: biostudies-literature

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Synthesis of the bridging framework of phragmalin-type limonoids.

Lebold Terry P TP Gallego Gary M GM Marth Christopher J CJ Sarpong Richmond R

Organic letters 20120403 8

An efficient synthesis of the octahydro-1H-2,4-methanoindene core of phragmalin-type limonoids, such as xyloccensins O and P, is reported. The success of the synthetic route is predicated on the use of network analysis in the retrosynthetic analysis and a Diels-Alder reaction for the synthesis of a key hydrindanone derivative. ...[more]

PMID: 22472049

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