Stereoselective Synthesis of endo-7-Halo-3-Oxo-2-Azabicyclo[4.1.0] Heptanes by Reductive hydrodehalogenation of gem-Dihalocyclopropanes
IR@IIP: CSIR-Indian Institute of Petroleum, Dehradun
View Archive Info| Field | Value | |
| Creator |
Joseph, J.K
Singhal, S Jain, Suman L Sain, Bir |
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| Date |
2016-11-24T05:27:30Z
2016-11-24T05:27:30Z 2016-11-24T05:27:30Z |
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| Identifier |
http://hdl.handle.net/123456789/752
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| Description |
The reduction of 7-gem-dihalo-3-oxo-2-azabicyclo[4.1.0]heptanes with metallic zinc yielded stereoselective synthesis of novel heterocyclic endo-7-halo-3-oxo-2-azabicyclo[4.1.0]heptanes in good to high yields without any evidence for the formation of correspond- ing exo-isomers. The prepared heterocyclic compounds were characterized by various techniques and their stereochemistry was estab- lished on the basis of the values of the coupling constants for H-1, H-5, H-6 and H-7 by recording homonuclear spin-spin decoupled 1H NMR spectra. The developed protocol has many advantages such as simple reaction conditions, lower cost, high yields, and selective synthesis of novel heterocyclic cyclopropyl compounds present in a large number of biologically active natural products and pharmaceu- ticals compounds.
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| Language |
en
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| Relation |
Vol.15 No.8,April,2011
PP 1230-1235 |
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| Subject |
Stereoselective Synthesis
Hydrodehalogenation Monohydrodehalogenation Heterocyclic compound |
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| Title |
Stereoselective Synthesis of endo-7-Halo-3-Oxo-2-Azabicyclo[4.1.0] Heptanes by Reductive hydrodehalogenation of gem-Dihalocyclopropanes
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| Type |
Article
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