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1
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D'Souza, A. M.; Paknikar, S. K.; Dev, V.; Beauchamp, P. S.; Kamat, S. P. J. Nat. Prod. 2004, 67, 700
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D'Souza, A.M.1
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3
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22244468033
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For other spirochroman-containing natural products, see
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For other spirochroman-containing natural products, see: Zhang, Y.; Lu, Y.; Mao, L.; Proksch, P.; Lin, W. Org. Lett. 2005, 7, 3037
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Zhang, Y.1
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Inouye, Y.; Sugo, Y.; Kusumi, T.; Fusetani, N. Chem. Lett. 1994, 419
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Carreiras, M. C.; Rodriguez, B.; Lopez-Garcia, R. E.; Rabanal, R. M. Phytochemistry 1987, 26, 3351
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Carreiras, M.C.1
Rodriguez, B.2
Lopez-Garcia, R.E.3
Rabanal, R.M.4
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8
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34247258492
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For the only other previous work on the synthesis of (+)-cymbodiacetal, see
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For the only other previous work on the synthesis of (+)-cymbodiacetal, see: Barrero, A. F.; Herrador, M. M.; Quilez del Moral, J. F.; Arteaga, P.; Arteaga, J. F.; Dieguez, H. R.; Sanchez, E. M. J. Org. Chem. 2007, 72, 2988
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Barrero, A.F.1
Herrador, M.M.2
Quilez Del Moral, J.F.3
Arteaga, P.4
Arteaga, J.F.5
Dieguez, H.R.6
Sanchez, E.M.7
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9
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84946251459
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Yasuda, A.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1979, 52, 1705
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Yasuda, A.1
Yamamoto, H.2
Nozaki, H.3
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11
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78650313509
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However, upon standing for prolonged periods, the enone 3 completely dimerizes to form the spirochromans 2 and 7
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However, upon standing for prolonged periods, the enone 3 completely dimerizes to form the spirochromans 2 and 7.
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12
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0000293463
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For background information regarding this type of hetero-Diels-Alder cycloaddition, see
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For background information regarding this type of hetero-Diels-Alder cycloaddition, see: Desimoni, G.; Tacconi, G. Chem. Rev. 1975, 75, 651
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Chem. Rev.
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Desimoni, G.1
Tacconi, G.2
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13
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0040019740
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α,β-Unsaturated Carbonyl Compounds as Dienes
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Ed.; Academic Press: New York
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Colonge, J.; Descotes, G. α,β-Unsaturated Carbonyl Compounds as Dienes. In Organic Chemistry; Hamer, J., Ed.; Academic Press: New York, 1967; Vol. 8, pp 217 - 253.
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Colonge, J.1
Descotes, G.2
Hamer, J.3
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14
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0032499086
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Hetero-Diels-Alder cycloadditions of this type are reported to be endo -selective
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Hetero-Diels-Alder cycloadditions of this type are reported to be endo -selective: Hosoyama, H.; Shigemori, H.; In, Y.; Ishida, T.; Kobayashi, J. Tetrahedron Lett. 1998, 39, 2159
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Hosoyama, H.1
Shigemori, H.2
In, Y.3
Ishida, T.4
Kobayashi, J.5
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15
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0001754618
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For a description of the Alder endo -rule, see
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For a description of the Alder endo -rule, see: Alder, K.; Stein, G. Angew. Chem. 1937, 50, 510
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Alder, K.1
Stein, G.2
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16
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78650349450
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It has been reported that PCC can perform epoxidations (see ref 11). It is therefore possible that 2 is being oxidized in situ to produce 14 (or closely related species), which then reacts further under the acidic reaction conditions to produce 1
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It has been reported that PCC can perform epoxidations (see ref 11). It is therefore possible that 2 is being oxidized in situ to produce 14 (or closely related species), which then reacts further under the acidic reaction conditions to produce 1.
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17
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51849148378
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Gamba, D.; Pisoni, D. S.; da Costa, J. S.; Petzhold, C. L.; Borges, A. C. A.; Ceschi, M. A. J. Braz. Chem. Soc. 2008, 19, 1270
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(2008)
J. Braz. Chem. Soc.
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Gamba, D.1
Pisoni, D.S.2
Da Costa, J.S.3
Petzhold, C.L.4
Borges, A.C.A.5
Ceschi, M.A.6
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19
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78650342909
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2O) leads to identical results, and the two methods can be used interchangeably
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2O) leads to identical results, and the two methods can be used interchangeably.
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20
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78650377556
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The crystallographic data have been deposited with the Cambridge Crystallographic Data Centre. CCDC 790825 contains the supplementary crystallographic data for 1, CCDC 790826 contains the supplementary crystallographic data for 8, CCDC 790827 contains the supplementary crystallographic data for 9, and CCDC 790828 contains the supplementary crystallographic data for 16. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via
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The crystallographic data have been deposited with the Cambridge Crystallographic Data Centre. CCDC 790825 contains the supplementary crystallographic data for 1, CCDC 790826 contains the supplementary crystallographic data for 8, CCDC 790827 contains the supplementary crystallographic data for 9, and CCDC 790828 contains the supplementary crystallographic data for 16. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
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