[3+2] cycloaddition reactions of proline benzyl ester nitrone with alkenes and alkynes

Synlett

Volumn , Issue 5, 1999, Pages 653-655

  Bernotas, Ronald C ^a   Sabol, Jeffrey S ^a   Sing, Lily ^a   Friedrich, Dirk ^a  

^a SANOFI   (France)

Author keywords

Isoxazolidine; Isoxazolin; Nitrone; 3+2 cycloaddition

Indexed keywords

ALKENE; ALKYNE; ISOXAZOLIDINE DERIVATIVE; ISOXAZOLINE DERIVATIVE; PROLINE BENZYL ESTER NITRONE; PROLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHIRALITY; DIASTEREOISOMER; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032931238     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2682     Document Type: Article

References (20)

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9. Marcantoni, E.; Petrini, M.; Polimanti, O. Tetrahedron Lett. 1995, 36, 3561-3562, Murahashi, S.; Mitsui, H.; Shiota, T.; Tsuda, T.; Watanabe, S. J. Org. Chem. 1990, 55, 1734-1744, Goti, A.; Nannelli, L. Tetrahedron Lett. 1996, 37, 6025-6028, Murray, R. W.; Iyanar, K. J. Org. Chem. 1996, 61, 8099-8102. A 3,4-disubstituted analog of 2b has recently been reported, but was not used in cycloaddition reactions: see Maeda, H.; Kraus, G. A. J. Org. Chem. 1997, 62, 2314-2315.
10. Marcantoni, E.; Petrini, M.; Polimanti, O. Tetrahedron Lett. 1995, 36, 3561-3562, Murahashi, S.; Mitsui, H.; Shiota, T.; Tsuda, T.; Watanabe, S. J. Org. Chem. 1990, 55, 1734-1744, Goti, A.; Nannelli, L. Tetrahedron Lett. 1996, 37, 6025-6028, Murray, R. W.; Iyanar, K. J. Org. Chem. 1996, 61, 8099-8102. A 3,4-disubstituted analog of 2b has recently been reported, but was not used in cycloaddition reactions: see Maeda, H.; Kraus, G. A. J. Org. Chem. 1997, 62, 2314-2315.
11. Marcantoni, E.; Petrini, M.; Polimanti, O. Tetrahedron Lett. 1995, 36, 3561-3562, Murahashi, S.; Mitsui, H.; Shiota, T.; Tsuda, T.; Watanabe, S. J. Org. Chem. 1990, 55, 1734-1744, Goti, A.; Nannelli, L. Tetrahedron Lett. 1996, 37, 6025-6028, Murray, R. W.; Iyanar, K. J. Org. Chem. 1996, 61, 8099-8102. A 3,4-disubstituted analog of 2b has recently been reported, but was not used in cycloaddition reactions: see Maeda, H.; Kraus, G. A. J. Org. Chem. 1997, 62, 2314-2315.
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13. 1,3-Dipolar cycloadditions have been used to make combinatorial libraries on solid support. See Hollinshead, S. P. Tetrahedron Lett. 1996, 37, 9157-9160.
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