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Volumn 68, Issue 5, 2003, Pages 1872-1877

Stereocontrolled synthesis of bicyclic lactone derivatives via tungsten-mediated [3 + 2] cycloaddition of epoxides with a tethered alkynyl group

Author keywords

[No Author keywords available]

Indexed keywords

ETHERS; HYDROLYSIS; SYNTHESIS (CHEMICAL); TUNGSTEN;

EID: 0037424505     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo020669j     Document Type: Article
Times cited : (26)

References (37)
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    • Cycloaddition of aziridine with olefin and alkyne with cleavage of the C-C bond; see, for example: (a) Sisko, J.; Weinreb, S. M. J. Org. Chem. 1991, 56, 3211. (b) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Am. Chem. Soc. 1987, 109, 5523. (c) DeShong, P.; Kell, D. A.; Sidler, D. R. J. Org. Chem. 1985, 50, 2309. (d) Metra, P.; Hemelin, J. J. Chem. Soc., Chem. Commun. 1980, 1038. (e) Gaebert, C.; Siegner, C.; Mattay J.; Toubartz, M.; Steenken, S. J. Chem. Soc., Perkin Trans. 2 1998, 2735. (f) Domingo, L. R. J. Org. Chem. 1999, 64, 3922. (g) Chou, W.-N.; White, J. B. Tetrahedron Lett. 1991, 32, 7637. (b) Gaebert, C.; Mattaay, J. Tetrahedron 1997, 53, 14297. (h) Palomino, E.; Schaap, A. P.; Heeg, M. J. Tetrahedron Lett. 1989, 30, 6801.
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    • For cycloaddition of aziridine or epoxide with alkene with cleavage of the C-X bond, see: (a) Bergmeier, S. C.; Fundy, S. L.; Seth, P. P. Tetrahedron 1999, 55, 8025. (b) Schneider, M. R.; Mann, A.; Taddei, M. Tetrahedron Lett. 1996, 37, 8493. (c) Nakagawa, M.; Kawahara, M. Org. Lett. 2000, 2, 953. (e) Sugita, Y.; Kimura, Y.; Yokoe, I. Tetrahedron Lett. 1999, 40, 5877.
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    • For cycloaddition of aziridine or epoxide with alkene with cleavage of the C-X bond, see: (a) Bergmeier, S. C.; Fundy, S. L.; Seth, P. P. Tetrahedron 1999, 55, 8025. (b) Schneider, M. R.; Mann, A.; Taddei, M. Tetrahedron Lett. 1996, 37, 8493. (c) Nakagawa, M.; Kawahara, M. Org. Lett. 2000, 2, 953. (e) Sugita, Y.; Kimura, Y.; Yokoe, I. Tetrahedron Lett. 1999, 40, 5877.
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    • For cycloaddition of aziridine or epoxide with alkene with cleavage of the C-X bond, see: (a) Bergmeier, S. C.; Fundy, S. L.; Seth, P. P. Tetrahedron 1999, 55, 8025. (b) Schneider, M. R.; Mann, A.; Taddei, M. Tetrahedron Lett. 1996, 37, 8493. (c) Nakagawa, M.; Kawahara, M. Org. Lett. 2000, 2, 953. (e) Sugita, Y.; Kimura, Y.; Yokoe, I. Tetrahedron Lett. 1999, 40, 5877.
    • (2000) Org. Lett. , vol.2 , pp. 953
    • Nakagawa, M.1    Kawahara, M.2
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    • 0033529868 scopus 로고    scopus 로고
    • For cycloaddition of aziridine or epoxide with alkene with cleavage of the C-X bond, see: (a) Bergmeier, S. C.; Fundy, S. L.; Seth, P. P. Tetrahedron 1999, 55, 8025. (b) Schneider, M. R.; Mann, A.; Taddei, M. Tetrahedron Lett. 1996, 37, 8493. (c) Nakagawa, M.; Kawahara, M. Org. Lett. 2000, 2, 953. (e) Sugita, Y.; Kimura, Y.; Yokoe, I. Tetrahedron Lett. 1999, 40, 5877.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 5877
    • Sugita, Y.1    Kimura, Y.2    Yokoe, I.3
  • 33
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    • note
    • X-ray diffraction data of compound 33 is provided in the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.