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Stereoselective synthesis and antioxidant activity of azabicycloadducts derived from 9,10-phenanthrenequinone

✍ Scribed by Komal Arora; D. Jose; D. Singh; R. S. Gupta; P. Pardasani; R. T. Pardasani


Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
481 KB
Volume
20
Category
Article
ISSN
1042-7163

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✦ Synopsis


A facile synthesis of sprio{1-azabicyclo- [3,3,0]-6-octene-8,1 -phenanthrene}-2 -ones has been accomplished by [3 + 2] cycloaddition of azomethine ylide (amy) generated from 9,10phenanthrenequinone and different secondary cyclic amino acids, namely, thiazolidine-4-carboxylic acid, L-pyrrolidine-2-carboxylic acid (L-proline), and piperidine-2-carboxylic acid (pipecolinic acid) with electron-deficient dipolarophiles in 67%-79% yield. AM1 calculations have been performed to understand the stereochemical course of the cycloaddition. The products have been characterized by elemental analyses and spectroscopic techniques, namely IR, 1 H NMR, and 13 C NMR spectroscopies as well as mass spectrometry. Some of the synthesized cycloadducts showed moderate antioxidant activity.


πŸ“œ SIMILAR VOLUMES


ChemInform Abstract: Stereoselective Syn
✍ Komal Arora; D. Jose; D. Singh; R. S. Gupta; P. Pardasani; R. T. Pardasani πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 34 KB πŸ‘ 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v

ChemInform Abstract: Synthesis of 9,10-P
✍ D. M. TOGASHI; D. E. NICODEM; R. MARCHIORI; M. L. P. DE F. C. MARCHIORI πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 30 KB

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v