Regio- and diastereoselective cycloaddition of stable cyclic azomethine imines to N -arylitaconimides

Verfasser / Beitragende:
[Yu. Koptelov, A. Molchanov, R. Kostikov]
Ort, Verlag, Jahr:
2015
Enthalten in:
Russian Journal of Organic Chemistry, 51/8(2015-08-01), 1134-1143
Format:
Artikel (online)
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245 0 0 |a Regio- and diastereoselective cycloaddition of stable cyclic azomethine imines to N -arylitaconimides  |h [Elektronische Daten]  |c [Yu. Koptelov, A. Molchanov, R. Kostikov] 
520 3 |a 1,3-Dipolar cycloaddition of stable N,N′- and C,N-cyclic azomethine imines based respectively on pyrazolidin-3-one and 3,4-dihydroisoquinoline to N-arylitaconimides proceeds strictly regioselectively resulting in spiro-joint heterocycles in good yields. The regioselectivity of the addition of N,N′-cyclic azomethine imines is reversed with respect to that of C,N-cyclic azomethine imines. The diastereoselectivity of the cycloaddition depends apparently on the substituents at the central nitrogen atom in the azomethine imine fragment. 
540 |a Pleiades Publishing, Ltd., 2015 
700 1 |a Koptelov  |D Yu  |u St. Petersburg State University, Universitetskii pr. 26, 198504, St. Petersburg, Russia  |4 aut 
700 1 |a Molchanov  |D A.  |u St. Petersburg State University, Universitetskii pr. 26, 198504, St. Petersburg, Russia  |4 aut 
700 1 |a Kostikov  |D R.  |u St. Petersburg State University, Universitetskii pr. 26, 198504, St. Petersburg, Russia  |4 aut 
773 0 |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/8(2015-08-01), 1134-1143  |x 1070-4280  |q 51:8<1134  |1 2015  |2 51  |o 11178 
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950 |B NATIONALLICENCE  |P 700  |E 1-  |a Koptelov  |D Yu  |u St. Petersburg State University, Universitetskii pr. 26, 198504, St. Petersburg, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Molchanov  |D A.  |u St. Petersburg State University, Universitetskii pr. 26, 198504, St. Petersburg, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Kostikov  |D R.  |u St. Petersburg State University, Universitetskii pr. 26, 198504, St. Petersburg, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/8(2015-08-01), 1134-1143  |x 1070-4280  |q 51:8<1134  |1 2015  |2 51  |o 11178