The t-Butylsulfinamide Lynchpin in Transition Metal-Mediated Multiscaffold Library Synthesis

A unified synthetic approach to diverse polycyclic scaffolds has been developed using transition metal-mediated cycloaddition and cyclization reactions of enynes and diynes. The t -butylsulfinamide group has been identified as a particularly versatile lynchpin in these reactions, with a reactivity p...

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Bibliographic Details
Published inOrganic letters Vol. 12; no. 9; pp. 2084 - 2087
Main Authors Bauer, Renato A., DiBlasi, Christine M., Tan, Derek S.
Format Journal Article
LanguageEnglish
Published 07.05.2010
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Summary:A unified synthetic approach to diverse polycyclic scaffolds has been developed using transition metal-mediated cycloaddition and cyclization reactions of enynes and diynes. The t -butylsulfinamide group has been identified as a particularly versatile lynchpin in these reactions, with a reactivity profile uniquely suited for efficient, stereoselective substrate synthesis and downstream transformations. This approach provides ten distinct, functionalized scaffold classes related to common core structures in alkaloid and terpenoid natural products.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol100574y