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Volumn 6, Issue 26, 2004, Pages 4829-4831

2-Aryl-N-tosylazetidines as formal 1,4-dipoles for [4 + 2] cycloaddition reactions with nitriles: An easy access to the tetrahydropyrimidine derivatives

Author keywords

[No Author keywords available]

Indexed keywords

AZETIDINE DERIVATIVE; NITRILE; PYRIMIDINE DERIVATIVE;

EID: 12344319209     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol048161l     Document Type: Article
Times cited : (64)

References (30)
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    • note
    • During the hydroboration/alkaline oxidation followed by Mitsunobu reaction, we observed the formation of N-tosylaziridines in 15-18% yield, which can be separated by column chromatography in the final step.
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    • 0029144508 scopus 로고
    • For cleavage of the N-tosyl group, see: (a) Baldwin, J. E.; Farthing, C. N.; Russell, A. T.; Schofield, C. J.; Spivey, A. C. Tetrahedron Lett. 1996, 37, 3761. (b) Cantrill, A. A.; Obsorn, H. M. I.; Sweeney, J. Tetrahedron 1998, 54, 2181. (c) Davis, F. A.; Zhou, P.; Liang, C.-H.; Reddy, R. E. Tetrahedron: Asymmetry 1995, 6, 1511. (d) Vedjes, E.; Sano, H. Tetrahedron Lett. 1992, 33, 3261.
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  • 28
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    • For cleavage of the N-tosyl group by using Mg in methanol, see: Alonso, D. A.; Andersson, P. G. J. Org. Chem. 1998, 63, 9455. For use of sodium naphthalenide, see: Bergmeier, S. C.; Seth, P. P. Tetrahedron Lett. 1999, 40, 6181.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 6181
    • Bergmeier, S.C.1    Seth, P.P.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.