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1
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85023378400
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Ceroplastol I and ceroplasteric acid
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(b) Ceroplatsol II: Rios, T.; Quijano, L. Tetrahedron Lett. 1969, 1317. (c) Albolic acid: Rios, T.; Gomez, F. J. Am. Chem. Soc. 1969, 2929
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(1) (a) Ceroplastol I and ceroplasteric acid. Iitake, Y.; Watanabe, I.; Harrison, I. T.; Harrison, S. J. Am. Chem. Soc. 1968, 90, 1092. (b) Ceroplatsol II: Rios, T.; Quijano, L. Tetrahedron Lett. 1969, 1317. (c) Albolic acid: Rios, T.; Gomez, F. J. Am. Chem. Soc. 1969, 2929.
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Iitake, Y.1
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Harrison, S.4
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2
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37049125469
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Fusicoccin A
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Ballio, A.; Brufani, M.; Casinori, C. G.; Cerrini, S.; Fedeli, W.ellicciari, R.; Santurbano, B.; Vaiaga, A. Experientia 1968, 24, 631. Barrow, K. D.; Barton, D. H. R.; Chain, E.; Ohnsorge, U. F. W.; Thomas, R. J. Chem. Soc. C 1971, 1265. (b) Fusicoccin H: Barrow, K. D.; Barton, D. H. R.; Chain, E.; Ohnsorge, U. F. W.; Sharma, R. P. J. Chem. Soc., Perkin Trans. 1 1973, 159. (c) Fusicoccin J.: Barrow, K. D.; Barton, D. H. R.; Chain, E.; Bageend-Kasujja, D. ; Mellows, G. Chem. Commun 1975, 877. (d) Cotylenol: Sassa, T. Agric. Biol. Chem. 1972, 36, 2037; 1975, 39, 1729
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(2) (a) Fusicoccin A: Hough, E.; Hursthouse, M. B.; Neidle, S.; Rodgers, D. Chem. Commun. 1968, 1197. Ballio, A.; Brufani, M.; Casinori, C. G.; Cerrini, S.; Fedeli, W.ellicciari, R.; Santurbano, B.; Vaiaga, A. Experientia 1968, 24, 631. Barrow, K. D.; Barton, D. H. R.; Chain, E.; Ohnsorge, U. F. W.; Thomas, R. J. Chem. Soc. C 1971, 1265. (b) Fusicoccin H: Barrow, K. D.; Barton, D. H. R.; Chain, E.; Ohnsorge, U. F. W.; Sharma, R. P. J. Chem. Soc., Perkin Trans. 1 1973, 159. (c) Fusicoccin J.: Barrow, K. D.; Barton, D. H. R.; Chain, E.; Bageend-Kasujja, D. ; Mellows, G. Chem. Commun 1975, 877. (d) Cotylenol: Sassa, T. Agric. Biol. Chem. 1972, 36, 2037; 1975, 39, 1729.
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Hough, E.1
Hursthouse, M.B.2
Neidle, S.3
Rodgers, D.4
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3
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0000676950
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Ophiobolin A
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Nozoe, S.; Morisaki, M.; Tsuda, K.; Iitake, Y.; Takahashi, N.; Tamura, S.; Ishibashi, K.; Shirasaka, M. J. Am. Chem. Soc. 1975, 87, 4968. (b) Ophiobolins B and C: Nozoe, S.; Hirai, K.; Tsuda, K. Tetrahedron Lett. 1966, 2211. Canonica, L.; Fiecchi, A.; Kinele, M. G.; Scala, A. J. Agric. Chem. Soc. Jpn. 1966, 1329. Ishibashi, K. J. Antibiot. 1962, A15, 88. (c) Ophiobolin D: Itai, A.; Nozoe, S.; Tsuda, K.; Okuda, S.; Iitaka, Y.; Nakayama, Y. Tetrahedron Lett. 1967, 4111. Nozoe, S.; et al. J. Agric. Chem. Soc. Jpn. 1967, 4113. (d) Ophiobolin F: Nozoe, S.; Morisaki, M.; Fukushima, K.; Okuda, S. J. Agric. Chem. Soc. Jpn. 1968, 4457. Nozoe, S.; Morisaki, M. J. Chem. Soc. D 1968, 1319. (4) Cordell, G. A. Phytochemistry 1974, 13, 2343
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(3) (a) Ophiobolin A: Ishibashi, K.; Nakamura, R. J. Agric. Chem. Soc. Jpn. 1958, 32, 739. Nozoe, S.; Morisaki, M.; Tsuda, K.; Iitake, Y.; Takahashi, N.; Tamura, S.; Ishibashi, K.; Shirasaka, M. J. Am. Chem. Soc. 1975, 87, 4968. (b) Ophiobolins B and C: Nozoe, S.; Hirai, K.; Tsuda, K. Tetrahedron Lett. 1966, 2211. Canonica, L.; Fiecchi, A.; Kinele, M. G.; Scala, A. J. Agric. Chem. Soc. Jpn. 1966, 1329. Ishibashi, K. J. Antibiot. 1962, A15, 88. (c) Ophiobolin D: Itai, A.; Nozoe, S.; Tsuda, K.; Okuda, S.; Iitaka, Y.; Nakayama, Y. Tetrahedron Lett. 1967, 4111. Nozoe, S.; et al. J. Agric. Chem. Soc. Jpn. 1967, 4113. (d) Ophiobolin F: Nozoe, S.; Morisaki, M.; Fukushima, K.; Okuda, S. J. Agric. Chem. Soc. Jpn. 1968, 4457. Nozoe, S.; Morisaki, M. J. Chem. Soc. D 1968, 1319. (4) Cordell, G. A. Phytochemistry 1974, 13, 2343.
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Ishibashi, K.1
Nakamura, R.3
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4
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0011913629
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(b) Das, T. K.; Dutta, P. C. Synth. Commun. 1976, 6, 253. (c) Das, T. K.; Dutta, P. C.; Kartha, G.; Bermassan, J. M. J. Chem. Soc., Perkin Trans. 1 1977, 1287
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(5) (a) Das, T. K.; Gupta, A. D.; Ghosal, P. K.; Dutta, P. C. Indian J. Chem., Sect. B 1976, 14B, 238. (b) Das, T. K.; Dutta, P. C. Synth. Commun. 1976, 6, 253. (c) Das, T. K.; Dutta, P. C.; Kartha, G.; Bermassan, J. M. J. Chem. Soc., Perkin Trans. 1 1977, 1287.
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Das, T.K.1
Gupta, A.D.2
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Dutta, P.C.4
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5
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(6) Boeckman, R. K., Jr.; Bershas, J. P.; Clardy, J.; Solheim, B. J. Org. Chem. 1976, 41, 6062.
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Boeckman, R.K.1
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Clardy, J.3
Solheim, B.4
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7
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37049108990
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Coates, R. M.; Senter, P. D.; Baker, W. R. J. Org. Chem. 1982, 47, 3597. (9) Preliminary report: Paquette, L. A.; Andrews, D. R.; Springer, J. P. J. Org. Chem. 1983, 48, 1148
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(8) Baker, W. R.; Senter, P. D.; Coates, R. M. J. Chem. Soc., Chem. Commun. 1980, 1011. Coates, R. M.; Senter, P. D.; Baker, W. R. J. Org. Chem. 1982, 47, 3597. (9) Preliminary report: Paquette, L. A.; Andrews, D. R.; Springer, J. P. J. Org. Chem. 1983, 48, 1148.
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Baker, W.R.1
Senter, P.D.2
Coates, R.M.3
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8
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23044438809
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(b) Iwakura, Y.; Toda, F.; Iwata, R.; Torii, Y, Bull. Chem. Soc. Jpn. 1969, 42, 841. (c) Payne, G. B. J. Org. Chem. 1966, 31, 718. (d) Rey, M.; Dunkelblum, E.; Allain, R.; Dreiding, A. S. Helv. Chim. Acta 1970, 53, 2159. (e) Wuest, J. D.; Madonik, A. M.; Gordon, D. C. J. Org. Chem. 1977, 42, 2111. (f) Holder, R. W.; Freiman, H. S.; Stefanchik, M. F. Bull. Chem. Soc. Jpn. 1976, 41, 3303. (g) Danheiser, R. ; Sard, H. Bull. Chem. Soc. Jpn. 1980, 45, 4810. (h) Mohmand, S.; Hirabayashi, T.; Bock, H. Chem. Ber. 1981, 114, 2609. (i) Jackson, D. A.; Rey, M.; Dreiding, A. S. Helv. Chim. Chim. Acta 1983, 66, 2330. (j) Danheiser, R. L.; Gee, S. K.; Sard, H. J. Am. Chem, Soc. 1982, 104, 1670
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(10) (a) Ozeki, T.; Kusaka, M. Bull. Chem. Soc. Jpn. 1967, 40, 1232. (b) Iwakura, Y.; Toda, F.; Iwata, R.; Torii, Y, Bull. Chem. Soc. Jpn. 1969, 42, 841. (c) Payne, G. B. J. Org. Chem. 1966, 31, 718. (d) Rey, M.; Dunkelblum, E.; Allain, R.; Dreiding, A. S. Helv. Chim. Acta 1970, 53, 2159. (e) Wuest, J. D.; Madonik, A. M.; Gordon, D. C. J. Org. Chem. 1977, 42, 2111. (f) Holder, R. W.; Freiman, H. S.; Stefanchik, M. F. Bull. Chem. Soc. Jpn. 1976, 41, 3303. (g) Danheiser, R.; Sard, H. Bull. Chem. Soc. Jpn. 1980, 45, 4810. (h) Mohmand, S.; Hirabayashi, T.; Bock, H. Chem. Ber. 1981, 114, 2609. (i) Jackson, D. A.; Rey, M.; Dreiding, A. S. Helv. Chim. Chim. Acta 1983, 66, 2330. (j) Danheiser, R. L.; Gee, S. K.; Sard, H. J. Am. Chem, Soc. 1982, 104, 1670.
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Ozeki, T.1
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9
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0000648544
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(b) Huston, R, ; Rey, M.; Dreiding, A. S. Helv. Chim. Acta 1982, 65, 451.
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(11) (a) Danheiser, R. L.; Martinez-Davila, C.; Sard, H. Tetrahedron 1981, 37, 3943. (b) Huston, R, ; Rey, M.; Dreiding, A. S. Helv. Chim. Acta 1982, 65, 451.
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Danheiser, R.L.1
Martinez-Davila, C.2
Sard, H.3
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10
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0000204523
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(b) Evans, D. A.; Nelson, J. V. Bull. Chem. Soc. Jpn. 1980, 102, 774. (c) Paquette, L. A.; Crouse, G. D.; Sharma, A. K. Bull. Chem. Soc. Jpn. 1982, 104, 4411 and pertinent references cited therein.
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(12) (a) Evans, D. A.; Golob, A. M. J. Am. Chem. Soc. 1975, 97, 4765. (b) Evans, D. A.; Nelson, J. V. Bull. Chem. Soc. Jpn. 1980, 102, 774. (c) Paquette, L. A.; Crouse, G. D.; Sharma, A. K. Bull. Chem. Soc. Jpn. 1982, 104, 4411 and pertinent references cited therein.
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Evans, D.A.1
Golob, A.M.2
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11
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0019133097
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(b) Levine, S. G.; McDaniel, R. L., Jr, J. Org. Chem. 1981, 46, 2199. (c) Gadwood, L. C.; Lett, R. M. Bull. Chem. Soc. Jpn. 1982, 47
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Kahn, M. Tetrahedron Lett. 1980, 21, 4547. (b) Levine, S. G.; McDaniel, R. L., Jr, J. Org. Chem. 1981, 46, 2199. (c) Gadwood, L. C.; Lett, R. M. Bull. Chem. Soc. Jpn. 1982, 47, 2268.
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Tetrahedron Lett.
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Kahn, M.1
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12
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85023368482
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Valenziomiesierungen
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(15) Shih, C.; Swenton, J. S. J. Org. Chem. 1982, 47, 2825
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(14) Maier, G. “Valenziomiesierungen”; Verlag Chemie: Weinheim, FRG, 1972p 54–57. (15) Shih, C.; Swenton, J. S. J. Org. Chem. 1982, 47, 2825.
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Verlag Chemie: Weinheim, FRG
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Maier, G.1
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13
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33947086608
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For exemplary reductions of tosylhydrazones, consult (b) Kabalka, G. W.; Baker, J. D. J. Org. Chem. 1975, 40, 1834
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(16) For exemplary reductions of tosylhydrazones, consult: (a) Hutchins, R. O.; Milewski, C. A.; Maryanoff, B. E. J. Am. Chem. Soc. 1973, 95, 3662. (b) Kabalka, G. W.; Baker, J. D. J. Org. Chem. 1975, 40, 1834
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Hutchins, R.O.1
Milewski, C.A.2
Maryanoff, B.E.3
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14
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0000607308
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(17) Cram, D. J.; Sahyun, M. R. V.; Knox, G. R. J. Am. Chem. Soc. 1962, 84, 1734.
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Cram, D.J.1
Sahyun, M.R.V.2
Knox, G.R.3
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15
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0000193511
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In a related pilot experiment, treatment of 6 with thionyl chloride in the presence of 2, 6-lutidine was found to give a tertiary tetraquinanyl chloride
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Andrews, D. A., unpublished work
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(18) In a related pilot experiment, treatment of 6 with thionyl chloride in the presence of 2, 6-lutidine was found to give a tertiary tetraquinanyl chloride (Andrews, D. A., unpublished work). [e.g., Garratt, P. G.; White, J. F. J. Org. Chem. 1977, 42, 1733].
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J. Org. Chem.
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Garratt, P.G.1
White, J.F.2
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16
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37049093462
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(19) Barrett, A. G. M.; Barton, D. H. R.; Bielski, R.; McOmbie, S. W. J. Chem. Soc., Chem. Commun. 1977, 866.
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Barrett, A.G.M.1
Barton, D.H.R.2
Bielski, R.3
McOmbie, S.W.4
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17
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0001652973
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(21) Torrance, S. J.; Wiedhopf, R. M.; Cole, J. R.; Arora, S. K.; Bates, R. B.; Beavers, W. A.; Cutler, R. S. J. Org. Chem. 1978, 41, 1855
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(20) Ireland, R. E.; Muchmore, D. C.; Hengartner, U. J. Am. Chem. Soc. 1972, 94, 5098. (21) Torrance, S. J.; Wiedhopf, R. M.; Cole, J. R.; Arora, S. K.; Bates, R. B.; Beavers, W. A.; Cutler, R. S. J. Org. Chem. 1978, 41, 1855.
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Ireland, R.E.1
Muchmore, D.C.2
Hengartner, U.3
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18
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85023353417
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Except where noted, all compounds were purified chromatographically to the point where they provided a single spot on TLC analysis and gave lH NMR
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(22) Except where noted, all compounds were purified chromatographically to the point where they provided a single spot on TLC analysis and gave lH NMR, 13C NMR, and mass spectra in complete agreement with their structural assignment
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13C NMR, and mass spectra in complete agreement with their structural assignment
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19
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0344245218
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(24) Fieser, L. F.; Fieser, M. “Reagents for Organic Synthesis” ; Wiley: New York, 1967; Vol. I, p 583.
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(23) Giacomoni, J. C.; Cambon, A.; Rouvier, E. Bull. Soc. Chim. Fr. 1970, 3097. (24) Fieser, L. F.; Fieser, M. “Reagents for Organic Synthesis”; Wiley: New York, 1967; Vol. I, p 583.
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Giacomoni, J.C.1
Cambon, A.2
Rouvier, E.3
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