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2
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0000879930
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Mori, K, Ed, Elsevier: Amsterdam
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(b) Kobayashi, J.; Ishibashi, M. In Comprehensive Natural Products Chemistry, Vol. 8; Mori, K., Ed.; Elsevier: Amsterdam, 1999, 415.
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Kobayashi, J.1
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3
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0037533031
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Tsuda, M.; Izui, N.; Shimbo, K.; Sato, M.; Fukushi, E.; Kawabata, J.; Katsumata, K.; Horiguchi, T.; Kobayashi, J. J. Org. Chem. 2003, 68, 5339.
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Tsuda, M.1
Izui, N.2
Shimbo, K.3
Sato, M.4
Fukushi, E.5
Kawabata, J.6
Katsumata, K.7
Horiguchi, T.8
Kobayashi, J.9
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4
-
-
30744437649
-
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For a review on the synthesis of macrodiolide natural products, see
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For a review on the synthesis of macrodiolide natural products, see: Kang, E. J.; Lee, E. Chem. Rev. 2005, 105, 4348.
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(2005)
Chem. Rev
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Kang, E.J.1
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5
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0242660199
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Tsuda, M.; Izui, N.; Shimbo, K.; Sato, M.; Fukushi, E.; Kawabata, J.; Kobayashi, J. J. Org. Chem. 2003, 68, 9109.
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Tsuda, M.1
Izui, N.2
Shimbo, K.3
Sato, M.4
Fukushi, E.5
Kawabata, J.6
Kobayashi, J.J.7
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6
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10344255694
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(a) Lepage, O.; Kattnig, E.; Fürstner, A. J. Am. Chem. Soc. 2004, 126, 15970.
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J. Am. Chem. Soc
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Lepage, O.1
Kattnig, E.2
Fürstner, A.3
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7
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33746066374
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(b) Fürstner, A.; Kattnig, E.; Lepage, O. J. Am. Chem. Soc. 2006, 128, 9194.
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J. Am. Chem. Soc
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Fürstner, A.1
Kattnig, E.2
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8
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0000355752
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(a) Narayan, R. S.; Sivakumar, M.; Bouhlel, E.; Borhan, B. Org. Lett. 2001, 3, 2489.
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Narayan, R.S.1
Sivakumar, M.2
Bouhlel, E.3
Borhan, B.4
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10
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0000560517
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-
Nicolaou and co-workers pioneered in the study of regioselective hydroxy epoxide openings controlled by a double bond. See: (a) Nicolaou, K. C, Prasad, C. V. C, Somers, P. K, Hwang, C.-K. J. Am. Chem. Soc. 1989, 111, 5330
-
Nicolaou and co-workers pioneered in the study of regioselective hydroxy epoxide openings controlled by a double bond. See: (a) Nicolaou, K. C.; Prasad, C. V. C.; Somers, P. K.; Hwang, C.-K. J. Am. Chem. Soc. 1989, 111, 5330.
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11
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33845185491
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(b) Nicolaou, K. C.; Prasad, C. V. C.; Somers, P. K.; Hwang, C.-K. J. Am. Chem. Soc. 1989, 111, 5335.
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J. Am. Chem. Soc
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, pp. 5335
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Nicolaou, K.C.1
Prasad, C.V.C.2
Somers, P.K.3
Hwang, C.-K.4
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12
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33744499702
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Chen, Y.; Jin, J.; Wu, J.; Dai, W.-M. Synlett 2006, 1177.
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(2006)
Synlett
, pp. 1177
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Chen, Y.1
Jin, J.2
Wu, J.3
Dai, W.-M.4
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13
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0000963705
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Oshima, M.; Yamazaki, H.; Shimizu, I.; Nisar, M.; Tsuji, J. J. Am. Chem. Soc. 1989, 111, 6280.
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(1989)
J. Am. Chem. Soc
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, pp. 6280
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-
Oshima, M.1
Yamazaki, H.2
Shimizu, I.3
Nisar, M.4
Tsuji, J.5
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14
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0034706358
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-
For recent examples of the use of this methodology in synthesis, see: a
-
For recent examples of the use of this methodology in synthesis, see: (a) Noguchi, Y.; Yamada, T.; Uchiro, H.; Kobayashi, S. Tetrahedron Lett. 2000, 41, 7499.
-
(2000)
Tetrahedron Lett
, vol.41
, pp. 7499
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Noguchi, Y.1
Yamada, T.2
Uchiro, H.3
Kobayashi, S.4
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17
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0034617310
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(b) Tago, K.; Arai, M.; Kogen, H. J. Chem. Soc., Perkin Trans. 1 2000, 2073.
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(2000)
J. Chem. Soc., Perkin Trans. 1
, pp. 2073
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Tago, K.1
Arai, M.2
Kogen, H.3
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18
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34247112138
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2: C, 64.58; H, 10.84; O, 24.58. Found: C, 64.53; H, 10.77; O, 24.21.
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2: C, 64.58; H, 10.84; O, 24.58. Found: C, 64.53; H, 10.77; O, 24.21.
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-
-
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19
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34247146643
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3.
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3.
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-
-
-
21
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34247122107
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3: C, 66.64; H, 9.15; O, 24.24. Found: C, 66.60; H, 9.38; O, 24.01.
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3: C, 66.64; H, 9.15; O, 24.24. Found: C, 66.60; H, 9.38; O, 24.01.
-
-
-
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22
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34247173784
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A small amount of its corresponding Z-isomer was also isolated (5%).
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A small amount of its corresponding Z-isomer was also isolated (5%).
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-
-
-
23
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34247100473
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3: C, 65.97; H, 10.07; O, 23.97. Found: C, 65.72; H, 10.22; O, 24.05.
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3: C, 65.97; H, 10.07; O, 23.97. Found: C, 65.72; H, 10.22; O, 24.05.
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-
-
-
24
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0023885132
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Evans, D. A.; Bender, S. L.; Morris, J. J. Am. Chem. Soc. 1988, 110, 2506.
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(1988)
J. Am. Chem. Soc
, vol.110
, pp. 2506
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-
Evans, D.A.1
Bender, S.L.2
Morris, J.3
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25
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34247131550
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Low diastereoselectivity was observed when the epoxidation was conducted with MCPBA (20% de).
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Low diastereoselectivity was observed when the epoxidation was conducted with MCPBA (20% de).
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-
-
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26
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0026761964
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For examples of the influence of alcohol functions on the diastereoselectivity of the Sharpless epoxidation, see: (a) Takano, S, Setoh, M, Takahashi, M, Ogasawara, K. Tetrahedron Lett. 1992, 33, 5365
-
For examples of the influence of alcohol functions on the diastereoselectivity of the Sharpless epoxidation, see: (a) Takano, S.; Setoh, M.; Takahashi, M.; Ogasawara, K. Tetrahedron Lett. 1992, 33, 5365.
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-
-
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28
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2142796646
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(c) Naruta, Y.; Nishigaichi, Y.; Maruyama, K. Tetrahedron Lett. 1989, 30, 3319.
-
(1989)
Tetrahedron Lett
, vol.30
, pp. 3319
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Naruta, Y.1
Nishigaichi, Y.2
Maruyama, K.3
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29
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0000307530
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De Mico, A.; Margarita, R.; Parlanti, L.; Vescovi, A.; Piancatelli, G. J. Org. Chem. 1997, 62, 6974.
-
(1997)
J. Org. Chem
, vol.62
, pp. 6974
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-
De Mico, A.1
Margarita, R.2
Parlanti, L.3
Vescovi, A.4
Piancatelli, G.5
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30
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34247093553
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-
Analytical data for 3: oil; [α]D20 -20.1 (c, 1.2, CHCl3, 1H NMR (300 MHz, CDCl 3, δ, 0.90 (t, J, 7.0 Hz, 3 H, 1.32 (s, 3 H, 1.20-1.50 (m, 4H, 1.71 (dd, J, 6.4, 12.8 Hz, 1 H, 2.16 (dd, J, 7.4, 12.8 Hz, 1 H, 2.36 (br s, 1 H, 4.02 (q, J, 6.4 Hz, 1 H, 4.13 (t, J, 6.4 Hz, 1 H, 5.18 (dd, J, 0.9, 10.3 Hz, 1 H, 5.34 (dt, J, 1.3, 17.1 Hz, 1 H, 5.83 (ddd, J, 6.7, 10.3, 17.1 Hz, 1 H, 13C NMR (75 MHz, CDCl3, δ, 14.6, 17.8, 27.2, 45.1 (2 x C, 76.8, 82.6, 85.3, 117.1, 137.2. Anal. Calcd for C10H 18O2: C, 70.55; H, 10.66; O, 18.8. Found: C, 70.35; H, 10.82; O, 18.82. Analytical data for 11: oil; [α]D 20 -16.3 (c, 1, CHCl3, 1H NMR (300 MHz, CDCl3, δ, 0.92 (t, J, 7.0 Hz, 3 H, 1.21 s, 3 H
-
2: C, 70.55; H, 10.66; O, 18.8. Found: C, 70.77; H, 10.52; O, 18.69. (a) Brown, H. C.; Cope, O. J. J. Am. Chem. Soc. 1964, 86, 1801.
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-
-
-
32
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34247109326
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3, >96% ee).
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3, >96% ee).
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-
-
-
33
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-
34247104355
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-
3, 83% ee).
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3, 83% ee).
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