Synthesis of 2,3-dihydropyrrolizines from Weinreb 3-(pyrrolidin-2-ylidene)propionamides or Weinreb N-vinylprolinamides

Synthesis

Volumn , Issue 16, 2002, Pages 2450-2456

  Calvo, Luis ^a   González Ortega, Alfonso ^a   Sañudo, M Carmen ^a  

^a UNIVERSITY OF VALLADOLID   (Spain)

Author keywords

Amines; Bicyclic pyrrolizines; Cyclizations; Pyrroles; Weinreb amides

Indexed keywords

SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

CYCLIZATION;

ORGANIC COMPOUNDS;

2,3 DIHYDROPYRROLIZINE; AMINE; BICYCLIC PYRROLIZINE; HETEROCYCLIC AMINE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG; WEINREB 3 (PYRROLIDIN 2 YLIDENE)PROPIONAMIDE; WEINREB N VINYLPROLINAMIDE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CONFORMATION; CYCLIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

EID: 0036437590     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2002-35220     Document Type: Article

References (11)

1. Kuckländer, U. The chemistry of enamines, In The Chemistry of Functional Groups, Part 1; Rappoport, Z., Ed.; Wiley: New York, 1994, 523-636.
2. Lue, P.; Greenhill, J. V. Adv. Heterocycl. Chem. 1997, 67, 207.
3. Greenhill, J. V.; Ramli, M.; Tamassini, T. J. Chem. Soc., Perkin Trans. 1 1975, 588.
4. Alberola, A.; González, A.; Sádaba, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555.
5. Pinick, H. W.; Chang, Y. J. Org. Chem. 1978, 43, 4662.
6. Roth, M.; Dubs, P.; Götschi, E.; Eschenmoser, A. Helv. Chim. Acta 1971, 54, 710.
7. Fasseur, D.; Cauliez, P.; Couturier, D. J. Heterocycl. Chem. 1994, 31, 829.
8. Fasseur, D.; Rigo, B.; Leduc, C.; Cauliez, P.; Couturier, D. J. Heterocycl. Chem. 1992, 29, 1285.
9. Cervera, M.; Moreno-Mañas, M.; Pleixats, R. Tetrahedron 1990, 46, 7885.
10. Fahrentz, J. A.; Castro, B. Synthesis 1983, 676.
11. Ben-Ishai, D. J. Org. Chem. 1954, 18, 62.