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Title: Diastereoselective construction of a new class of nicotine analogues having contiguous stereocenters via 1,3- dipolar cycloaddition of azomethine ylides
Authors: Rajkumar, Vadla
Babu, Srinivasarao Arulananda
Keywords: Pyridine alkaloids;Azomethine ylide;1,3-Dipolar cycloaddition;Stereoselective synthesis;Nicotine
Issue Date: 3-Aug-2013
Abstract: Diastereoselective synthesis of several nicotine analogues via the intermolecular cycloaddition of azomethine ylides derived from the condensation reaction of nicotinaldehyde/ picolinaldehyde/ isonicotinaldehyde and N-methyl glycine/N-benzyl glycine hydrochloride with several readily available electron-deficient 2π components, (maleimides, dialkyl fumarates, dialkyl maleates and fumaronitrile) is reported. The assembling of a new class of nicotine analogues/ functionalized 2-pyridylpyrrolidine derivatives having contiguous stereocenters has been accomplished. The stereochemistry of the representative products is unequivocally established from the single crystal X-ray structure analyses.
Page(s): 1113-1127
ISSN: 0975-0975(Online); 0376-4710(Print)
Appears in Collections:IJC-A Vol.52A(08-09) [August-September 2013]

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