Org. Lett., 9 (19), 3849 -3852, 2007. 10.1021/ol701722z S1523-7060(70)01722-4
Web Release Date: August 22, 2007

Copyright © 2007 American Chemical Society

Skeletal Diversity through Radical Cyclization of Tetrahydropyridine Scaffolds

Sivaraman Dandapani, Mihai Duduta, James S. Panek,* and John A. Porco, Jr.*

Department of Chemistry and Center for Chemical Methodology and Library Development, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215

panek@bu.edu; porco@bu.edu

Received July 19, 2007

Abstract:

Suitably functionalized tetrahydropyridines (methyl pipecolates) have been used as conformationally biased templates for radical cyclizations to access benzoisoquinuclidines and linearly fused indenopiperidines. Variation of skeletal types is determined by location of a radical-initiating element.


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