-
1
-
-
0008569436
-
-
(b) Nozoe, S. ; Morisaki, M.J. Chem. Soc., Chem. Commun. 1969, 1319–20
-
Nozoe, S.; Morisaki, M.; Fukushima, K.; Okuda, S. Tetrahedron Lett. 1968, 4457–58. (b) Nozoe, S. ; Morisaki, M.J. Chem. Soc., Chem. Commun. 1969, 1319–20.
-
(1968)
Tetrahedron Lett.
-
-
Nozoe, S.1
Morisaki, M.2
Fukushima, K.3
Okuda, S.4
-
2
-
-
0004366432
-
-
Iitaka, Y.; Watanabe, I.; Harrison, I. T.; Harrison, S. J. Am. Chem. Soc. 1968, 90, 1092–93.
-
(1968)
J. Am. Chem. Soc.
, vol.90
, pp. 1092-1093
-
-
Iitaka, Y.1
Watanabe, I.2
Harrison, I.T.3
Harrison, S.4
-
3
-
-
0042223139
-
-
1974(b) Canonica, L.; Fiecchi, A. Res. Prog. Org. Biol. Med. Chem. 1970, 2, 49–93. (4) The ophiobolane positional numbers and ring letters shown in 1 are used throughout the discussion section of this paper. The basic 5-8-5 nucleus is named as tetradecahydrodicyclopenta[a, d]cyclooctene by Chemical Abstracts. The Chemical Abstracts names of all compounds are given as headings in the Experimental Section. Representative Chemical Abstracts names are also given in the title and abstract
-
(a) Cordell, G. A. Phytochemistry 1974,13, 2343–64. (b) Canonica, L.; Fiecchi, A. Res. Prog. Org. Biol. Med. Chem. 1970, 2, 49–93. (4) The ophiobolane positional numbers and ring letters shown in 1 are used throughout the discussion section of this paper. The basic 5-8-5 nucleus is named as tetradecahydrodicyclopenta[a,d]cyclooctene by Chemical Abstracts. The Chemical Abstracts names of all compounds are given as headings in the Experimental Section. Representative Chemical Abstracts names are also given in the title and abstract.
-
Phytochemistry
, vol.13
, pp. 2343-2364
-
-
Cordell, G.A.1
-
4
-
-
37049125469
-
-
(b) Ballio, A.; Brufani, M.; Casinovi, C. G.; Cerrini, S.; Fedeli, W.ellicciari, R.; Santurbano, B.; Vaciago, A. Experientia 1968, 24, 631. (c) Barrow, K.; Barton, D. H. R.; Chain, E.; Ohnsorge, U. F. W.; Thomas, R. J. Chem. Soc. C 1971,1265-71. (d) For a leading reference to the literature on fusicoccins, see: Ballio, A. In “Advances in Pesticide Science” ; Geissbuhler, H., Ed.ergamon Press: Oxford, 1979 366–72
-
(a) Hough, E.; Hursthouse, M. B.; Neidle, S.; Rogers, D. J. Chem. Soc., Chem. Commun. 1968, 1197–98. (b) Ballio, A.; Brufani, M.; Casinovi, C. G.; Cerrini, S.; Fedeli, W.ellicciari, R.; Santurbano, B.; Vaciago, A. Experientia 1968, 24, 631. (c) Barrow, K.; Barton, D. H. R.; Chain, E.; Ohnsorge, U. F. W.; Thomas, R. J. Chem. Soc. C 1971,1265-71. (d) For a leading reference to the literature on fusicoccins, see: Ballio, A. In “Advances in Pesticide Science”; Geissbuhler, H., Ed.ergamon Press: Oxford, 1979 366–72.
-
(1968)
J. Chem. Soc., Chem. Commun.
, pp. 1197-1198
-
-
Hough, E.1
Hursthouse, M.B.2
Neidle, S.3
Rogers, D.4
-
5
-
-
37049092435
-
-
For studies on fusicoccin biosynthesis, see (b) Barrow, K. D.; Jones, R. B.emberton, P. W.hillips, L. J. Chem. Soc., Perkin Trans. 1 1975, 1405–10.
-
For studies on fusicoccin biosynthesis, see: (a) Banerji, A.; Hunter, R.; Mellows, G.; Sim, K.; Barton, D. H. R. J. Chem. Soc., Chem. Commun. 1978, 843–45. (b) Barrow, K. D.; Jones, R. B.emberton, P. W.hillips, L. J. Chem. Soc., Perkin Trans. 1 1975, 1405–10.
-
(1978)
J. Chem. Soc., Chem. Commun.
, pp. 843-845
-
-
Banerji, A.1
Hunter, R.2
Mellows, G.3
Sim, K.4
Barton, D.H.R.5
-
6
-
-
0016641623
-
-
(b) Sassa, T.; Togashi, M.; Kitaguchi, T. J. Am. Chem. Soc. 1975, 39, 1735 44. (c) Sassa, T.; Takahama, A. J. Am. Chem. Soc. 1975, 39, 2213–15
-
(a) Sassa, T.; Takahama, A.; Shindo, T. Agric. Biol. Chem. 1975, 39, 1729–34. (b) Sassa, T.; Togashi, M.; Kitaguchi, T. J. Am. Chem. Soc. 1975, 39, 1735–44. (c) Sassa, T.; Takahama, A. J. Am. Chem. Soc. 1975, 39, 2213–15.
-
(1975)
Agric. Biol. Chem.
, vol.39
, pp. 1729-1734
-
-
Sassa, T.1
Takahama, A.2
Shindo, T.3
-
7
-
-
85022780481
-
-
Eidgenossischen Technischen Hochschule, Zurich, Switzerland
-
Borschberg, H. J. Ph.D. Dissertation, Eidgenossischen Technischen Hochschule, Zurich, Switzerland, 1975.
-
(1975)
Ph.D. Dissertation
-
-
Borschberg, H.J.1
-
8
-
-
0013487858
-
-
(b) Hart, D. Ph.D. Dissertation, University of California, Berkeley, California, 1977
-
(a) Dauben, W. G.; Hart, D. J. J. Org. Chem. 1977, 42, 922–23. (b) Hart, D. Ph.D. Dissertation, University of California, Berkeley, California, 1977.
-
(1977)
J. J. Org. Chem.
, vol.42
, pp. 922-923
-
-
Dauben, W.G.1
Hart, D.2
-
9
-
-
0343319702
-
-
(b) Das, T. K.; Dutta, D. C.; Bernassau, J. M. J. Chem. Soc., Perkin Trans. 1 1977, 1287–95
-
(a) Boeckman, R. K.; Bershas, J. P.; Clardy, J.; Solheim, B. J. Org. Chem. 1977, 42, 3630–33. (b) Das, T. K.; Dutta, D. C.; Bernassau, J. M. J. Chem. Soc., Perkin Trans. 1 1977, 1287–95.
-
(1977)
J. Org. Chem.
, vol.42
, pp. 3630-3633
-
-
Boeckman, R.K.1
Bershas, J.P.2
Clardy, J.3
Solheim, B.4
-
10
-
-
8544257086
-
-
(12) (a) Baker, W. R.; Senter, P. D.; Coates, R. M. J. Chem. Soc., Chem. Commun. 1980, 1011–12 (b) Coates, R. M.; Senter, P. D.; Baker, W. R. J. Org. Chem. 1982, 47, 3597–3607
-
Paquette, L. A.; Andrews, D. R.; Springer, J. P. J. Org. Chem. 1983, 48, 1147–49. (12) (a) Baker, W. R.; Senter, P. D.; Coates, R. M. J. Chem. Soc., Chem. Commun. 1980, 1011–12. (b) Coates, R. M.; Senter, P. D.; Baker, W. R. J. Org. Chem. 1982, 47, 3597–3607.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 1147-1149
-
-
Paquette, L.A.1
Andrews, D.R.2
Springer, J.P.3
-
11
-
-
33947463587
-
-
Djerassi, C.; Marshall, D.; Nakano, T.J. Am. Chem. Soc. 1958, 80, 4853–7.
-
(1958)
J. Am. Chem. Soc.
, vol.80
, pp. 4853-4857
-
-
Djerassi, C.1
Marshall, D.2
Nakano, T.3
-
12
-
-
0010632154
-
Organic Syntheses
-
Wiley: New York Collect.
-
Newman, M. S.; Ramachandran, S. “Organic Syntheses”; Wiley: New York, 1973; Collect. Vol 5, p 486–9.
-
(1973)
, vol.5
, pp. 486-489
-
-
Newman, M.S.1
Ramachandran, S.2
-
13
-
-
85022812566
-
We wish to thank Brian Rogers for preparing large quantities of this compound
-
We wish to thank Brian Rogers for preparing large quantities of this compound.
-
-
-
-
14
-
-
21044458834
-
-
Heathcock, C. H.; Ratcliffe, R.; Van, J. J. Org. Chem. 1972, 37, 1796–1807.
-
(1972)
J. Org. Chem.
, vol.37
, pp. 1796-1807
-
-
Heathcock, C.H.1
Ratcliffe, R.2
Van, J.3
-
18
-
-
85012410544
-
Steroids
-
New York (b) House, H. O.; Trost, B. M. J. Org. Chem. 1965, 30, 1341–8. (c) House, H. O. “Modern Synthetic Reactions”, 2nd ed.; W. A. Benjamin: Menlo Park, CA, 1972 465, 561. (d) Malhotra, S. F.; Moakley, D. F.; Johnson, F. Chem. Commun. 1967, 448–449. (21) Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923–5
-
(a) Fieser, L. F.; Fieser, M.; “Steroids”, Reinhold Publishing Corp.: New York, 1959 276–9. (b) House, H. O.; Trost, B. M. J. Org. Chem. 1965, 30, 1341–8. (c) House, H. O. “Modern Synthetic Reactions”, 2nd ed.; W. A. Benjamin: Menlo Park, CA, 1972 465, 561. (d) Malhotra, S. F.; Moakley, D. F.; Johnson, F. Chem. Commun. 1967, 448–449. (21) Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923–5.
-
(1959)
Reinhold Publishing Corp.
, pp. 276-279
-
-
Fieser, L.F.1
Fieser, M.2
-
20
-
-
2142645600
-
-
For precedent that bromine-lithium exchange may be faster than protonolysis, see (24) Lee, D. G.; Hall, D. T.; Cleland, J. H. Can. J. Chem. 1972, 50, 3741 3. (25) A pure sample of 20a was recovered after hydrolysis and sodium ruthenate oxidation of the 20a, b mixture. Presumably the recovery of 20a occurred because of a slower, incomplete hydrolysis in the first step
-
For precedent that bromine-lithium exchange may be faster than protonolysis, see Taylor, R. Tetrahedron Lett. 1975, 435–6. (24) Lee, D. G.; Hall, D. T.; Cleland, J. H. Can. J. Chem. 1972, 50, 3741–3. (25) A pure sample of 20a was recovered after hydrolysis and sodium ruthenate oxidation of the 20a,b mixture. Presumably the recovery of 20a occurred because of a slower, incomplete hydrolysis in the first step.
-
(1975)
Tetrahedron Lett.
, pp. 435-436
-
-
Taylor, R.1
-
21
-
-
37049095196
-
-
(27) Stevens, R. V.; Chapman, K. T.; Weller, H. N. J. Org. Chem. 1980, 45, 2030–2
-
Becker, D.; Nagler, M.; Hirsh, S.; Raman, J. J. Chem. Soc., Chem. Commun. 1983, 371–3. (27) Stevens, R. V.; Chapman, K. T.; Weller, H. N. J. Org. Chem. 1980, 45, 2030–2.
-
(1983)
J. Chem. Soc., Chem. Commun.
, pp. 371-373
-
-
Becker, D.1
Nagler, M.2
Hirsh, S.3
Raman, J.4
-
22
-
-
0000843164
-
-
(29) (a) Bacha, J. D.; Kochi, J. K. Tetrahedron 1968, 24, 2215-26. (b) Barton, D. H. R.; Faro, H. P.; Serebryakov, E. P.; Woollsey, N. F. J. Chem. Soc. 1965, 2438–44. (c) Sheldon, R. A.; Kochi, J. K. Org. React. 1972, 19, 279–421
-
Djerassi, C.; Engle, R. R.; Bowers, A. J. Org. Chem. 1956, 21, 1547–49. (29) (a) Bacha, J. D.; Kochi, J. K. Tetrahedron 1968, 24, 2215-26. (b) Barton, D. H. R.; Faro, H. P.; Serebryakov, E. P.; Woollsey, N. F. J. Chem. Soc. 1965, 2438–44. (c) Sheldon, R. A.; Kochi, J. K. Org. React. 1972, 19, 279–421.
-
(1956)
J. Org. Chem.
, vol.21
, pp. 1547-1549
-
-
Djerassi, C.1
Engle, R.R.2
Bowers, A.3
-
23
-
-
0000509362
-
-
Seyferth, D.; Yamazaki, H.; Alleston, D. L. J. Org. Chem. 1963, 28, 703–6.
-
(1963)
J. Org. Chem.
, vol.28
, pp. 703-706
-
-
Seyferth, D.1
Yamazaki, H.2
Alleston, D.L.3
-
24
-
-
49649155537
-
-
(b) McLenhah, D. J. Tetrahedron 1975, 31, 2999–3010. (32) Nordlander, J. E.; Owuor, P. O.; Cabral, D. J.; Haky, J. E. J. Am. Chem. Soc. 1982, 104, 201–6, and refs cited therein
-
(a) Lloyd, D. J.arker, A. J. Tetrahedron Lett. 1971, 637–40. (b) McLenhah, D. J. Tetrahedron 1975, 31, 2999–3010. (32) Nordlander, J. E.; Owuor, P. O.; Cabral, D. J.; Haky, J. E. J. Am. Chem. Soc. 1982, 104, 201–6, and refs cited therein.
-
(1971)
Tetrahedron Lett.
, pp. 637-640
-
-
Lloyd, D.J.1
arker, A.J.2
-
25
-
-
0001388705
-
-
(b) Allinger, N. L.; Hirsch, J. A.; Miller, M. A.; Tyminski, I. J.; Van-Catledge, F. A. J. Am. Chem. Soc. 1968, 90,1199-1210. (c) Anet, F. A. L.; Basus, V. J. J. Am. Chem. Soc. 1973, 95, 4424–26. (34) Jackman, L. M.; Sternhell, S. “Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry”, 2nd Ed.ergamon Press: Oxford, 1969; 280–283
-
(a) Hendrickson, J. B. J. Am. Chem. Soc. 1967, 89, 7043–46. (b) Allinger, N. L.; Hirsch, J. A.; Miller, M. A.; Tyminski, I. J.; Van-Catledge, F. A. J. Am. Chem. Soc. 1968, 90,1199-1210. (c) Anet, F. A. L.; Basus, V. J. J. Am. Chem. Soc. 1973, 95, 4424–26. (34) Jackman, L. M.; Sternhell, S. “Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry”, 2nd Ed.ergamon Press: Oxford, 1969; 280–283.
-
(1967)
J. Am. Chem. Soc.
, vol.89
, pp. 7043-7046
-
-
Hendrickson, J.B.1
-
26
-
-
0346262591
-
-
(b) Begley, M. J.; Mellor, M. attenden, G.J. Chem. Soc., Chem. Commun. 1979, 235–36
-
Umehara, M.; Takayanagi, H.; Ogura, H.; Hishida, S. Bull. Chem. Soc. Jpn. 1978, 51, 3277–3281. (b) Begley, M. J.; Mellor, M. attenden, G.J. Chem. Soc., Chem. Commun. 1979, 235–36.
-
(1978)
Bull. Chem. Soc. Jpn.
, vol.51
, pp. 3277-3281
-
-
Umehara, M.1
Takayanagi, H.2
Ogura, H.3
Hishida, S.4
-
28
-
-
1542532787
-
-
(38) Baker, W. R,; Coates, R. M. J. Org. Chem. 1979, 44, 1022–1024
-
Still, W. C.; Galynker, I. Tetrahedron 1981, 37, 3981–96. (38) Baker, W. R,; Coates, R. M. J. Org. Chem. 1979, 44, 1022–1024.
-
(1981)
Tetrahedron
, vol.37
, pp. 3981-3996
-
-
Still, W.C.1
Galynker, I.2
-
30
-
-
37049063916
-
-
(41)Stork, G.; Stotter, P. L. J. Am. Chem. Soc. 91
-
Birch, A. J.ride, E.; Smith, H. J. Am. Chem. Soc. 1958, 4688–93. (41) Stork, G.; Stotter, P. L. J. Am. Chem. Soc. 1969, 91, 7780–81.
-
(1958)
J. Am. Chem. Soc.
, vol.1969
, pp. 4688-4693
-
-
Birch, A.J.1
ride, E.2
Smith, H.3
-
31
-
-
33947441366
-
-
(b) Huang-Minion J. Am. Chem. Soc. 1949, 71, 3301–3. (43) Rieke, R. D.; Bales, S. E.; Hudnall, P. M.oindexter, G. S. Org. Synth. 1980, 59, 85–94
-
(a) Huang-Minion J. Am. Chem. Soc. 1946, 68, 2487–88. (b) Huang-Minion J. Am. Chem. Soc. 1949, 71, 3301–3. (43) Rieke, R. D.; Bales, S. E.; Hudnall, P. M.oindexter, G. S. Org. Synth. 1980, 59, 85–94.
-
(1946)
Am. Chem. Soc.
, vol.68
, pp. 2487-2488
-
-
Huang-Minion, J.1
-
33
-
-
0003409754
-
ortep-ii: A Fortran Thermal Ellipsoid Plot Program
-
ORNL-3794, Oak Ridge National Laboratory, Oak Ridge, Tennessee
-
Johnson, C. K. “ortep-ii: A Fortran Thermal Ellipsoid Plot Program”, ORNL-3794, Oak Ridge National Laboratory, Oak Ridge, Tennessee, 1971.
-
(1971)
-
-
Johnson, C.K.1
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