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Volumn 53, Issue 39, 1997, Pages 13307-13314

Enantioselective construction of alicyclic bicyclo[3.1.0]hexane framework by double stereodifferentiation and its application for the synthesis of both enantiomers of vitamin D3 CD ring synthons

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO COMPOUND; BICYCLO[3.1.0]HEXANE DERIVATIVE; COLECALCIFEROL; UNCLASSIFIED DRUG;

EID: 0030775458     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00869-7     Document Type: Article
Times cited : (21)

References (24)
  • 6
    • 0342505644 scopus 로고
    • 5: e) K. Kondo, Y. Takahatake, K. Sugimoto, and D. Tunemoto, Tetrahedron Lett., 1978, 907-910. For recent leading references for the synthesis of other chiral bicyclo[3.1.0]hexanes, see A. Pfaltz, In Modern Synthetic Methods, 1989, R. Scheffold Ed., Springer, Berlin-Heidelberg, 1989, pp. 199-248; C. Pique, B. Fahndrich, and A. Pfaltz, Synlett, 1995, 491-492 and references cited therein.
    • (1978) Tetrahedron Lett. , pp. 907-910
    • Kondo, K.1    Takahatake, Y.2    Sugimoto, K.3    Tunemoto, D.4
  • 7
    • 0002269410 scopus 로고
    • R. Scheffold Ed., Springer, Berlin-Heidelberg, 1989
    • 5: e) K. Kondo, Y. Takahatake, K. Sugimoto, and D. Tunemoto, Tetrahedron Lett., 1978, 907-910. For recent leading references for the synthesis of other chiral bicyclo[3.1.0]hexanes, see A. Pfaltz, In Modern Synthetic Methods, 1989, R. Scheffold Ed., Springer, Berlin-Heidelberg, 1989, pp. 199-248; C. Pique, B. Fahndrich, and A. Pfaltz, Synlett, 1995, 491-492 and references cited therein.
    • (1989) Modern Synthetic Methods , pp. 199-248
    • Pfaltz, A.1
  • 8
    • 0002896806 scopus 로고
    • and references cited therein
    • 5: e) K. Kondo, Y. Takahatake, K. Sugimoto, and D. Tunemoto, Tetrahedron Lett., 1978, 907-910. For recent leading references for the synthesis of other chiral bicyclo[3.1.0]hexanes, see A. Pfaltz, In Modern Synthetic Methods, 1989, R. Scheffold Ed., Springer, Berlin-Heidelberg, 1989, pp. 199-248; C. Pique, B. Fahndrich, and A. Pfaltz, Synlett, 1995, 491-492 and references cited therein.
    • (1995) Synlett , pp. 491-492
    • Pique, C.1    Fahndrich, B.2    Pfaltz, A.3
  • 11
    • 0025029270 scopus 로고
    • W. G. Dauben, R. T. Hendricks, M. J. Luzzio, and H. P. Ng, Tetrahedron Lett., 31, 6969-6972 (1990). In this report, α-diazoketones show moderate to good enantioselectivity in bicyclo[3.1.0]hexane synthesis, but very little selectivity was observed in unsaturated α-diazo-β-ketoester (such as 9) cyclization.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 6969-6972
    • Dauben, W.G.1    Hendricks, R.T.2    Luzzio, M.J.3    Ng, H.P.4
  • 13
    • 0027939290 scopus 로고
    • Recent reaction of α-diazo ester with pantolactone auxiliary: asymmetric rhodium (II)-vinylcarbenoid insertion into Si-H bond, see Y. Landais, D. Planchenault and V. Weber, Tetrahedron Lett., 35, 9549-9552 (1994); Asymmetric intermolecular cyclopropanation, see: H. M. L. Davies and W. R. Cantrell, Jr., Tetrahedron Lett., 32, 6509-6512 (1991).
    • (1994) Tetrahedron Lett. , vol.35 , pp. 9549-9552
    • Landais, Y.1    Planchenault, D.2    Weber, V.3
  • 14
    • 0025990243 scopus 로고
    • Recent reaction of α-diazo ester with pantolactone auxiliary: asymmetric rhodium (II)-vinylcarbenoid insertion into Si-H bond, see Y. Landais, D. Planchenault and V. Weber, Tetrahedron Lett., 35, 9549-9552 (1994); Asymmetric intermolecular cyclopropanation, see: H. M. L. Davies and W. R. Cantrell, Jr., Tetrahedron Lett., 32, 6509-6512 (1991).
    • (1991) Tetrahedron Lett. , vol.32 , pp. 6509-6512
    • Davies, H.M.L.1    Cantrell W.R., Jr.2
  • 18
    • 0004965086 scopus 로고
    • 2-symmetric bisoxazoline 17 catalyzed asymmetric 5-oxabicyclo[3.1.0]hexane synthesis, see: A. M. P. Koskinen and H. Hassila, J. Org. Chem., 58, 4479-4480 (1993).
    • (1993) J. Org. Chem. , vol.58 , pp. 4479-4480
    • Koskinen, A.M.P.1    Hassila, H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.