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Organic letters DOI:10.1021/ol047945w

Skeletal diversity via a folding pathway: synthesis of indole alkaloid-like skeletons.

Publication TypeJournal Article
Year of Publication2005
AuthorsOguri, H, Schreiber, SL
JournalOrganic letters
Volume7
Issue1
Pages47-50
Date Published2005/01/06
ISSN1523-7060
Abstract

Inspired by the skeletal diversity of naturally occurring indole alkaloids and the rich potential of chemistry developed by Padwa and co-workers, we conceived a pathway entailing six modes of intramolecular reactions leading to indole alkaloid-like skeletons. In this context, an efficient folding pathway via a rhodium-catalyzed tandem cyclization-cycloaddition involving three of the modes has been developed (two of which are shown above) that affords densely functionalized compounds with three distinct skeletons in a stereocontrolled manner.

URLhttp://dx.doi.org/10.1021/ol047945w
DOI10.1021/ol047945w
Pubmed

http://www.ncbi.nlm.nih.gov/pubmed/15624974?dopt=Abstract