STEREOSELECTIVE SYNTHESIS OF TRICYCLIC DERIVATIVES OF 2-AMINO-1-PYRROLIN-5-ONE DIMETHYL ACETALS

Authors
NASAKIN OE LYSHCHIKOV AN LUKIN PM KONOVALIKHIN SV BULAI AK TERENTEV PB ZOLOTOI AB PLESHKOVA AP
Citation
Oe. Nasakin et al., STEREOSELECTIVE SYNTHESIS OF TRICYCLIC DERIVATIVES OF 2-AMINO-1-PYRROLIN-5-ONE DIMETHYL ACETALS, Russian chemical bulletin, 42(3), 1993, pp. 491-496
Citations number
10
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
42
Issue
3
Year of publication
1993
Pages
491 - 496
Database
ISI
SICI code
1066-5285(1993)42:3<491:SSOTDO>2.0.ZU;2-Z
Abstract
Reactions of a tetracyanobicycloalkene (1) with methanol and ethylene glycol give derivatives of 2-aminopyrrolin-5-one (2 and 3), and acid h ydrolysis of 3 gives an imide (4). According to an X-ray structural in vestigation, a cis orientation of the heterocycle (with respect to the C=C bond) is realized in 2; in the case of 4, the cis/trans ratio of the isomers in the crystal and solution is 2:1.