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Title: Stereoselective synthesis and semiempirical studies of spiro bridgehead bicyclic N-heterocycles via 1,3-dipolar cycloaddition reactions of azomethine ylides
Authors: Pardasani, R T
Pardasani, P
Jain, A
Arora, K
Keywords: Stereoselective synthesis;semiempirical study;spiro bridgehead bicyclic heterocyclics;cycloaddition reaction;azomethine ylides
Issue Date: May-2006
Publisher: CSIR
IPC Code: Int.Cl.8 C 07 D
Abstract: The reaction of acenaphthylene-1,2-dione with chiral cyclic secondary a-amino acids viz. l-proline gives rise to the intermediate azomethine ylide which has been trapped by acetylenic and ethylenic dipolarophiles to produce bridgehead bicyclic cycloadducts. The stereoselectivity of these cycloadditions have been ascertained by semiempirical calculations. The newly synthesized spiroazabicyclic compounds have been characterized by elemental analyses and spectral techniques (IR, 1H NMR, 13C NMR and Mass).
Page(s): 1204-1209
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.45B(05) [May 2006]

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