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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.45B [2006] >
IJC-B Vol.45B(05) [May 2006] >
| 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) |
| Source: | IJC-B Vol.45B(05) [May 2006]
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