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Title: An exclusive approach to 3,4-disubstituted cyclopentenes and alkylidene cyclopentenes via the palladium catalyzed ring opening of azabicyclic olefins with aryl halides
Authors: Nayana Joseph
Rani Rajan
Jubi John
Devika, N V
Sarath Chand, S
Suresh, E
Pihko, P M
Radhakrishnan, K V
Keywords: Meso bicyclic hydrazines
Facile synthesis
Enantioselective desymmetrization
Functionalized cyclopentenes
Glycosidase inhibitors
Diazabicyclic alkenes
Issue Date: 2013
Publisher: Royal Society of Chemistry
Citation: RSC Advances 3(21):7751-7757;2013
Abstract: A simple and efficient method for the stereoselective ring opening of bicyclic hydrazines with various aryl halides under palladium catalysis has been elaborated. The reactions afforded trans-3,4-disubstituted cyclopentenes or alkylidene cyclopentenes in good to excellent yields. By taking advantage of multiple points of functionalization in the synthesized trans-3-phenyl-4-hydrazino-cyclopentene, we have synthesized the antidepressant Cypenamine (trans-2-phenylcyclopentylamine).
Appears in Collections:2013

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