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The tert-butylsulfinamide lynchpin in transition-metal-mediated multiscaffold library synthesis.

ABSTRACT: A unified synthetic approach to diverse polycyclic scaffolds has been developed using transition-metal-mediated cycloaddition and cyclization reactions of enynes and diynes. The tert-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 10 distinct, functionalized scaffold classes related to common core structures in alkaloid and terpenoid natural products.

SUBMITTER: Bauer RA 

PROVIDER: S-EPMC2869296 | biostudies-literature | 2010 May

REPOSITORIES: biostudies-literature

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The tert-butylsulfinamide lynchpin in transition-metal-mediated multiscaffold library synthesis.

Bauer Renato A RA   DiBlasi Christine M CM   Tan Derek S DS  

Organic letters 20100501 9

A unified synthetic approach to diverse polycyclic scaffolds has been developed using transition-metal-mediated cycloaddition and cyclization reactions of enynes and diynes. The tert-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 10 distinct, functionalized scaffold classes related to common core s  ...[more]