-
3
-
-
0000438986
-
-
For the asymmetric synthesis of decalin and hydrindan derivatives by palladium-catalyzed cyclization of prochiral 3,3-disubstituted-1,4-cyclohexadienes derived from benzoic acid, see: (a) Sato, Y.; Sodeoka, M.; Shibasaki, M. J. Org. Chem. 1989, 54, 4738-4739. (b) Sato, Y.; Watanabe, S.; Shilbasaki, M. Tetrahedron Lett. 1992, 33, 2589-2592. Sato, Y.; Honda, T.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 2593-2596. Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3527-3530. (e) Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3531-3532. (f) Sato, Y.; Mori, M.; Shibasaki, M. Tetrahedron: Asymmetry 1995, 6, 757-766.
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Sato, Y.1
Sodeoka, M.2
Shibasaki, M.3
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4
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0026524231
-
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For the asymmetric synthesis of decalin and hydrindan derivatives by palladium-catalyzed cyclization of prochiral 3,3-disubstituted-1,4-cyclohexadienes derived from benzoic acid, see: (a) Sato, Y.; Sodeoka, M.; Shibasaki, M. J. Org. Chem. 1989, 54, 4738-4739. (b) Sato, Y.; Watanabe, S.; Shilbasaki, M. Tetrahedron Lett. 1992, 33, 2589-2592. Sato, Y.; Honda, T.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 2593-2596. Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3527-3530. (e) Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3531-3532. (f) Sato, Y.; Mori, M.; Shibasaki, M. Tetrahedron: Asymmetry 1995, 6, 757-766.
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Tetrahedron Lett.
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, pp. 2589-2592
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Sato, Y.1
Watanabe, S.2
Shilbasaki, M.3
-
5
-
-
0026524232
-
-
For the asymmetric synthesis of decalin and hydrindan derivatives by palladium-catalyzed cyclization of prochiral 3,3-disubstituted-1,4-cyclohexadienes derived from benzoic acid, see: (a) Sato, Y.; Sodeoka, M.; Shibasaki, M. J. Org. Chem. 1989, 54, 4738-4739. (b) Sato, Y.; Watanabe, S.; Shilbasaki, M. Tetrahedron Lett. 1992, 33, 2589-2592. Sato, Y.; Honda, T.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 2593-2596. Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3527-3530. (e) Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3531-3532. (f) Sato, Y.; Mori, M.; Shibasaki, M. Tetrahedron: Asymmetry 1995, 6, 757-766.
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Tetrahedron Lett.
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Sato, Y.1
Honda, T.2
Shibasaki, M.3
-
6
-
-
0026735821
-
-
For the asymmetric synthesis of decalin and hydrindan derivatives by palladium-catalyzed cyclization of prochiral 3,3-disubstituted-1,4-cyclohexadienes derived from benzoic acid, see: (a) Sato, Y.; Sodeoka, M.; Shibasaki, M. J. Org. Chem. 1989, 54, 4738-4739. (b) Sato, Y.; Watanabe, S.; Shilbasaki, M. Tetrahedron Lett. 1992, 33, 2589-2592. Sato, Y.; Honda, T.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 2593-2596. Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3527-3530. (e) Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3531-3532. (f) Sato, Y.; Mori, M.; Shibasaki, M. Tetrahedron: Asymmetry 1995, 6, 757-766.
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, pp. 3527-3530
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Takemoto, T.1
Nishikimi, Y.2
Sodeoka, M.3
Shibasaki, M.4
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7
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0026625457
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For the asymmetric synthesis of decalin and hydrindan derivatives by palladium-catalyzed cyclization of prochiral 3,3-disubstituted-1,4-cyclohexadienes derived from benzoic acid, see: (a) Sato, Y.; Sodeoka, M.; Shibasaki, M. J. Org. Chem. 1989, 54, 4738-4739. (b) Sato, Y.; Watanabe, S.; Shilbasaki, M. Tetrahedron Lett. 1992, 33, 2589-2592. Sato, Y.; Honda, T.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 2593-2596. Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3527-3530. (e) Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3531-3532. (f) Sato, Y.; Mori, M.; Shibasaki, M. Tetrahedron: Asymmetry 1995, 6, 757-766.
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Takemoto, T.1
Nishikimi, Y.2
Sodeoka, M.3
Shibasaki, M.4
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8
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0028899410
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For the asymmetric synthesis of decalin and hydrindan derivatives by palladium-catalyzed cyclization of prochiral 3,3-disubstituted-1,4-cyclohexadienes derived from benzoic acid, see: (a) Sato, Y.; Sodeoka, M.; Shibasaki, M. J. Org. Chem. 1989, 54, 4738-4739. (b) Sato, Y.; Watanabe, S.; Shilbasaki, M. Tetrahedron Lett. 1992, 33, 2589-2592. Sato, Y.; Honda, T.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 2593-2596. Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3527-3530. (e) Takemoto, T.; Nishikimi, Y.; Sodeoka, M.; Shibasaki, M. Tetrahedron Lett. 1992, 33, 3531-3532. (f) Sato, Y.; Mori, M.; Shibasaki, M. Tetrahedron: Asymmetry 1995, 6, 757-766.
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Sato, Y.1
Mori, M.2
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9
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0024449383
-
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For the asymmetric halolactonizations (30-42% ee) of 1,4-cyclohexadienes related to 2 but with the (S)-2,5-dimethylpyrrolidine derived amide, see: Hart, D. J.; Huang, H.-C.; Krishnamurthy, R.; Schwartz, T. J. Am. Chem. Soc. 1989, 111, 7507-7519.
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Hart, D.J.1
Huang, H.-C.2
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0001908212
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Cordell, G. A., Ed.; Academic Press: New York
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Lounasmaa, M.; Toluanen, A. In The Alkaloids; Cordell, G. A., Ed.; Academic Press: New York, 1992; Vol. 42, pp 1-116.
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Lounasmaa, M.1
Toluanen, A.2
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11
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0028568566
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and references cited therein
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For syntheses of eburnamonine, see: Kaufman, M. D.; Grieco, P. A. J. Org. Chem. 1994, 59, 7197-7198 and references cited therein.
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Manske, R H. F., Ed.; Academic Press: New York
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Cordell, G.A.1
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0025021186
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For syntheses of aspidospermidine, see: Node, M.; Nagasawa, H.; Fuji, K. J. Org. Chem. 1990, 55, 517-521 and references cited therein.
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15
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0000788495
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4 buffer has been reported to give 5-(trimethylsilyl)caprolactone in 99% yield, see: Hudrlik, P. F.; Hudrlik, A. M.; Nagendrappa, G.; Yimenu, T.; Zellers, E. T.; Chin, E. J. Am. Chem. Soc. 1980, 102, 6894-6896.
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(a) Schultz, A. G.; Hoglen, D. K.; Holoboski, M. A. Tetrahedron Lett. 1992, 33, 6611-6614.
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9844228029
-
-
note
-
2H.
-
-
-
-
30
-
-
9844234383
-
-
note
-
2OH has been reported to give a 1:1 mixture of the C(3) α- and β-epimers; see refs 7 and 22.
-
-
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32
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4243241249
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For discussions of mechanisms for cyclization and isomerization in Pictet-Spengter type condensations, see: (a) Cox, E. D.; Cook, J. M. Chem. Rev. 1995, 95, 1797-1842. (b) Cox, E. D.; Li, J.; Hamaker, L. K.; Yu, P.; Cook, J. M. J. Chem. Soc., Chem. Commun. 1996, 2477-2478.
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0010441110
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For discussions of mechanisms for cyclization and isomerization in Pictet-Spengter type condensations, see: (a) Cox, E. D.; Cook, J. M. Chem. Rev. 1995, 95, 1797-1842. (b) Cox, E. D.; Li, J.; Hamaker, L. K.; Yu, P.; Cook, J. M. J. Chem. Soc., Chem. Commun. 1996, 2477-2478.
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0025265859
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9844264987
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note
-
Under these reaction conditions, a 20% yield of the bicyclic lactam v also was obtained. It was found that v underwent decomposition during prolonged exposure to refluxing acetic acid rather than conversion to the acetate derivative of hydroxy lactam 22.
-
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