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Volumn 62, Issue 9, 1997, Pages 2682-2683

Highly stereoselective conjugate addition of (R)- or (S)-4-phenyl-2-oxazolidinone to nitroalkenes

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; OXAZOLIDINONE DERIVATIVE;

EID: 0030910145     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970390g     Document Type: Article
Times cited : (61)

References (30)
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    • Recent reviews: (a) Cardillo, G.; Tomasini, C. Chem. Soc. Rev. 1996, 25, 117-128. (b) Sewald, N. Amino Acids 1996, 11, 397-408.
    • (1996) Amino Acids , vol.11 , pp. 397-408
    • Sewald, N.1
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    • Reviews on nitroalkenes: (a) Barrett, A. G. M. Chem. Soc. Rev. 1991, 20, 95. (b) Barrett, A. G. M.; Graboski, G. G. Chem. Rev. 1996, 86, 751-762. (c) Kabalka, G. W.; Varma, R. S. Org. Prep. Proc. Int. 1987, 19, 283-328.
    • (1991) Chem. Soc. Rev. , vol.20 , pp. 95
    • Barrett, A.G.M.1
  • 11
    • 33845375521 scopus 로고    scopus 로고
    • Reviews on nitroalkenes: (a) Barrett, A. G. M. Chem. Soc. Rev. 1991, 20, 95. (b) Barrett, A. G. M.; Graboski, G. G. Chem. Rev. 1996, 86, 751-762. (c) Kabalka, G. W.; Varma, R. S. Org. Prep. Proc. Int. 1987, 19, 283-328.
    • (1996) Chem. Rev. , vol.86 , pp. 751-762
    • Barrett, A.G.M.1    Graboski, G.G.2
  • 12
    • 0001765787 scopus 로고
    • Reviews on nitroalkenes: (a) Barrett, A. G. M. Chem. Soc. Rev. 1991, 20, 95. (b) Barrett, A. G. M.; Graboski, G. G. Chem. Rev. 1996, 86, 751-762. (c) Kabalka, G. W.; Varma, R. S. Org. Prep. Proc. Int. 1987, 19, 283-328.
    • (1987) Org. Prep. Proc. Int. , vol.19 , pp. 283-328
    • Kabalka, G.W.1    Varma, R.S.2
  • 20
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    • note
    • 4, filtered, and concentrated in vacuo, The resulting oil was purified by chromatography (silica gel, 30/70 AcOEt/pentane) to yield compound 4d (154.8 mg, 0.53 mmol, 87%).
  • 23
    • 8244237529 scopus 로고    scopus 로고
    • note
    • The X-ray data have been deposited with the Cambridge Crystallographic Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, CB2 1EZ, U.K.
  • 24
    • 8244253485 scopus 로고
    • The addition of 18-crown-6 has been reported to reverse the diastereoselectivity in several reactions; see: (a) Wakabayashi, T.; Kato, Y. Tetrahedron Lett. 1977, 1235. (b) Akabori, S.; Yoshii, T. Tetrahedron Lett. 1978, 4523. (c) Reitsøen, B.; Kilaas, L.; Anthonsen, T. Acta Chem. Scand. 1986, B40, 440. (d) Ferey, V.; Vedrenne, P.; Toupet, L.; Le Gall, T.; Mioskowski, C. J. Org. Chem. 1996, 67, 7244-7245,
    • (1977) Tetrahedron Lett. , pp. 1235
    • Wakabayashi, T.1    Kato, Y.2
  • 25
    • 0003182887 scopus 로고
    • The addition of 18-crown-6 has been reported to reverse the diastereoselectivity in several reactions; see: (a) Wakabayashi, T.; Kato, Y. Tetrahedron Lett. 1977, 1235. (b) Akabori, S.; Yoshii, T. Tetrahedron Lett. 1978, 4523. (c) Reitsøen, B.; Kilaas, L.; Anthonsen, T. Acta Chem. Scand. 1986, B40, 440. (d) Ferey, V.; Vedrenne, P.; Toupet, L.; Le Gall, T.; Mioskowski, C. J. Org. Chem. 1996, 67, 7244-7245,
    • (1978) Tetrahedron Lett. , pp. 4523
    • Akabori, S.1    Yoshii, T.2
  • 26
    • 0004890389 scopus 로고
    • The addition of 18-crown-6 has been reported to reverse the diastereoselectivity in several reactions; see: (a) Wakabayashi, T.; Kato, Y. Tetrahedron Lett. 1977, 1235. (b) Akabori, S.; Yoshii, T. Tetrahedron Lett. 1978, 4523. (c) Reitsøen, B.; Kilaas, L.; Anthonsen, T. Acta Chem. Scand. 1986, B40, 440. (d) Ferey, V.; Vedrenne, P.; Toupet, L.; Le Gall, T.; Mioskowski, C. J. Org. Chem. 1996, 67, 7244-7245,
    • (1986) Acta Chem. Scand. , vol.B40 , pp. 440
    • Reitsøen, B.1    Kilaas, L.2    Anthonsen, T.3
  • 27
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    • The addition of 18-crown-6 has been reported to reverse the diastereoselectivity in several reactions; see: (a) Wakabayashi, T.; Kato, Y. Tetrahedron Lett. 1977, 1235. (b) Akabori, S.; Yoshii, T. Tetrahedron Lett. 1978, 4523. (c) Reitsøen, B.; Kilaas, L.; Anthonsen, T. Acta Chem. Scand. 1986, B40, 440. (d) Ferey, V.; Vedrenne, P.; Toupet, L.; Le Gall, T.; Mioskowski, C. J. Org. Chem. 1996, 67, 7244-7245,
    • (1996) J. Org. Chem. , vol.67 , pp. 7244-7245
    • Ferey, V.1    Vedrenne, P.2    Toupet, L.3    Le Gall, T.4    Mioskowski, C.5
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    • and references cited therein
    • (b) Seebach, D.; Brook, M. A. Helv. Chim. Acta 1985, 65, 319-324 and references cited therein.
    • (1985) Helv. Chim. Acta , vol.65 , pp. 319-324
    • Seebach, D.1    Brook, M.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.