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1
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0029047088
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and references cited therein
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For the structure and syntheses of other styryl lactones see : Shing, T.K.M. ; Tsui, H.C. ; Zhou, Z.H. J. Org. Chem. 1995, 60, 3121-3130 and references cited therein.
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J. Org. Chem.
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Shing, T.K.M.1
Tsui, H.C.2
Zhou, Z.H.3
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2
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0003108154
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(a) Talapatra, S.K. ; Basu, D. ; Goswami, S. ; Talapatra, B. Indian J. Chem. Sect. B 1985, 24, 29-34 ;
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Talapatra, S.K.1
Basu, D.2
Goswami, S.3
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3
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0025886241
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(b) Fang, X.P. ; Anderson, J.E. ; Chang, C.J. ; Mc Laughlin, J.L. J. Nat. Prod. 1991, 54, 1034-1043 ;
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Fang, X.P.1
Anderson, J.E.2
Chang, C.J.3
Mc Laughlin, J.L.4
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4
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84970583148
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(c) Goh, S.H. ; Ee, G.C.L. ; Chuah, C.H. ; Wei, C. Aust. J. Chem. 1995, 48, 199-205.
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Goh, S.H.1
Ee, G.C.L.2
Chuah, C.H.3
Wei, C.4
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7
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0028306861
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(b) for a recent use of 3 in synthesis see : Patron, A.P. ; Richter, P.K. ; Tomaszewski, M.J. ; Miller, R.A. ; Nicolaou, K.C. J. Chem. Soc. Chem. Commun. 1994, 1147-1149.
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Patron, A.P.1
Richter, P.K.2
Tomaszewski, M.J.3
Miller, R.A.4
Nicolaou, K.C.5
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11
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0000704603
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(b) Nakata, T. ; Tanaka, T. ; Oishi, T. Tetrahedron Lett. 1983, 24, 2653-2656 ;
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(1983)
Tetrahedron Lett.
, vol.24
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Nakata, T.1
Tanaka, T.2
Oishi, T.3
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12
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33744863869
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(c) for a review on the diastereoselective reduction of α-hydroxy or alkoxy ketones see : Oishi, T. ; Nakata, T. Acc. Chem. Res. 1994, 17, 338-344.
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Acc. Chem. Res.
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Oishi, T.1
Nakata, T.2
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13
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33845556313
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(a) The anti-product can be stereoselectively obtained by reduction with Vitride®, at -78°C, of the O-BOM protected α-ketol 4 (ratio = 4:1)
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(a) The anti-product can be stereoselectively obtained by reduction with Vitride®, at -78°C, of the O-BOM protected α-ketol 4 (ratio = 4:1) ; (b) Gemal, A.L. ; Luche, J.L. J. Am. Chem. Soc. 1981, 103, 5454-5459.
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Gemal, A.L.1
Luche, J.L.2
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17
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85031228481
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note
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Analytical and spectral data were obtained for all new compounds and are consistent with the structure assigned.
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19
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18844410382
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Gao, Y. ; Hanson, R.M. ; Klunder, J.M. ; Ko, S.Y. ; Masamune, H. ; Sharpless, K.B. J. Am. Chem. Soc. 1987, 109, 5765-5780.
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, vol.109
, pp. 5765-5780
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Gao, Y.1
Hanson, R.M.2
Klunder, J.M.3
Ko, S.Y.4
Masamune, H.5
Sharpless, K.B.6
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21
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0000894454
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Cha, J.K. ; Christ, W.J. ; Kishi, Y. Tetrahedron Lett. 1983, 24, 3943-3946 ; Cha, J.K. ; Christ, W.J. ; Kishi, Y. Tetrahedron 1984, 40, 2247-2255.
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Tetrahedron Lett.
, vol.24
, pp. 3943-3946
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Cha, J.K.1
Christ, W.J.2
Kishi, Y.3
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22
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33748632563
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Cha, J.K. ; Christ, W.J. ; Kishi, Y. Tetrahedron Lett. 1983, 24, 3943-3946 ; Cha, J.K. ; Christ, W.J. ; Kishi, Y. Tetrahedron 1984, 40, 2247-2255.
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(1984)
Tetrahedron
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Cha, J.K.1
Christ, W.J.2
Kishi, Y.3
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23
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0027997412
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Ley, S.V. ; Norman, J. ; Griffith, W.P. ; Marsden, S.P. Synthesis 1994, 639-666.
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(1994)
Synthesis
, pp. 639-666
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Ley, S.V.1
Norman, J.2
Griffith, W.P.3
Marsden, S.P.4
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24
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0027287335
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Smith, III, A.B. ; Ohta, M. ; Clark, W.M. ; Leahy, J.W. Tetrahedron Lett. 1993, 34, 3033-3036.
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(1993)
Tetrahedron Lett.
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, pp. 3033-3036
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Smith A.B. III1
Ohta, M.2
Clark, W.M.3
Leahy, J.W.4
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25
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0000727843
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White, J.D. ; Kang, M.C. ; Sheldon, B.C. Tetrahedron Lett. 1983, 24, 4539-4542.
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(1983)
Tetrahedron Lett.
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White, J.D.1
Kang, M.C.2
Sheldon, B.C.3
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26
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0000888642
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For a recent example of TBDPS migrations see : Marshall, J.A. ; Tang, Y. J. Org. Chem. 1994, 59, 1457-1464. For mechanistic aspects of 1,2-0-trialkylsilyl group transfer see : Jones, S.S. ; Reese, C.B. J. Chem. Soc. Perkin Trans. I 1979, 2762-2764.
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J. Org. Chem.
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Marshall, J.A.1
Tang, Y.2
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27
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37049108985
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For a recent example of TBDPS migrations see : Marshall, J.A. ; Tang, Y. J. Org. Chem. 1994, 59, 1457-1464. For mechanistic aspects of 1,2-0-trialkylsilyl group transfer see : Jones, S.S. ; Reese, C.B. J. Chem. Soc. Perkin Trans. I 1979, 2762-2764.
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(1979)
J. Chem. Soc. Perkin Trans. I
, pp. 2762-2764
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Jones, S.S.1
Reese, C.B.2
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28
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85031229941
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note
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A diastereomer of the epoxide 2 has been used in the synthesis of another styryl lactone : (±)-9-deoxy goniopypyrone see ref. 8.
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29
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85031214246
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note
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2O greatly enhanced the reaction rate and improved the yield (private communication).
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