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Org Lett. 2012 Jan 6;14(1):234-7. doi: 10.1021/ol2030179. Epub 2011 Dec 16.

Enantioselective palladium-catalyzed [3 + 2] cycloadditions of trimethylenemethane with nitroalkenes.

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1
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu

Abstract

Nitroalkenes readily undergo palladium-catalyzed [3 + 2] cycloaddition with trimethylenemethane to generate nitrocyclopentanes in excellent yield and enantioselectivity. Furthermore, the products thus formed are highly versatile synthetic intermediates and provide convenient access to both cyclopentylamines and cyclopentenones.

PMID:
22176260
PMCID:
PMC3268375
DOI:
10.1021/ol2030179
[Indexed for MEDLINE]
Free PMC Article
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