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Trianion synthon approach to spirocyclic heterocycles.


ABSTRACT: A variety of spirocyclic heterocycles have been constructed by a double-alkylation and reductive cyclization approach utilizing ?-heteroatom nitriles as trianion synthons. The method provides access to heteroatom-substituted spirocycles in a variety of ring sizes that are found in natural products and are important in pharmaceutical lead development and optimization.

SUBMITTER: Perry MA 

PROVIDER: S-EPMC3676279 | biostudies-literature | 2013 May

REPOSITORIES: biostudies-literature

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Trianion synthon approach to spirocyclic heterocycles.

Perry Matthew A MA   Hill Richard R RR   Rychnovsky Scott D SD  

Organic letters 20130417 9


A variety of spirocyclic heterocycles have been constructed by a double-alkylation and reductive cyclization approach utilizing α-heteroatom nitriles as trianion synthons. The method provides access to heteroatom-substituted spirocycles in a variety of ring sizes that are found in natural products and are important in pharmaceutical lead development and optimization. ...[more]

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