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This publication identifies what is here called ottelione A as substance PRP112378
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Combeau, C.; Provost, J.; Lancelin, F.; Tournoux, Y.; Prod'homme, F.; Herman, F.; Lavelle, F.; Leboul, J.; Vuilhorgne, M. Mol. Pharmacol. 2000, 57, 553-563. This publication identifies what is here called ottelione A as substance PRP112378.
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(a) Scully, S. L.; Ghose, S.; Marine, S.; Islam, K.; Hoye, T. R.; Mehta, G.; Sreerama, L. Abstracts of Papers, 233rd ACS National Meeting, Chicago, IL, March, 25-29, 2007.
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0005183713
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The dienone system of the otteliones is very rare. For examples, see: a
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The dienone system of the otteliones is very rare. For examples, see: (a) Birch, A. J. Proc R. Soc. N. S. W. 1949, 83, 245-250.
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Dienone 6 underwent both 1,4- and 1,6-addition with cuprates: Wild, H. J. Org. Chem. 1994, 59, 2748-2761.
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Dienone 6 underwent both 1,4- and 1,6-addition with cuprates: Wild, H. J. Org. Chem. 1994, 59, 2748-2761.
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14
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42149113361
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For other synthetic work, see: (a) Hanson, G. H.; Hoye, T. R.; Burke, S. D. Abstracts of Papers, 234th ACS National Meeting, Boston, MA, August 19-23, 2007.
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For other synthetic work, see: (a) Hanson, G. H.; Hoye, T. R.; Burke, S. D. Abstracts of Papers, 234th ACS National Meeting, Boston, MA, August 19-23, 2007.
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15
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42149152594
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Ph.D. Thesis, University of Minnesota, Diss. Abstr. Int. B
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Kabrhel, J.E.1
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42149146635
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Ref 7b
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(c) Ref 7b.
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Ph.D. Thesis, University of Minnesota, Diss. Abstr. Int. B
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Judd, A.S.1
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Ref 6
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Hoye, T.R.1
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Preliminary communication: Clive, D. L. J.; Liu, D. Tetrahedron Lett. 2005, 46, 5305-5307.
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31
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37049067078
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Prepared from lithium 2-thienylcyanocuprate and 2-lithio-1,3-butadiene, which was generated by the literature route: (a) Brown, P. A.; Jenkins, P. R. J. Chem. Soc., Perkin Trans 1 1986, 1129-1131.
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Prepared from lithium 2-thienylcyanocuprate and 2-lithio-1,3-butadiene, which was generated by the literature route: (a) Brown, P. A.; Jenkins, P. R. J. Chem. Soc., Perkin Trans 1 1986, 1129-1131.
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42149179822
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2-Lithio-1,3-butadiene is also available from 2-(tributylstannyl)-1,3- butadiene: Wada, E.; Kanemasa, S.; Fujiwara, I.; Tsuge, O. Bull. Chem. Soc. Jpn. 1985, 58, 1942-1945.
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2-Lithio-1,3-butadiene is also available from 2-(tributylstannyl)-1,3- butadiene: Wada, E.; Kanemasa, S.; Fujiwara, I.; Tsuge, O. Bull. Chem. Soc. Jpn. 1985, 58, 1942-1945.
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34250793300
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Preliminary communication: Clive, D. L. J.; Liu, D. Angew. Chem., Int. Ed. 2007, 46, 3738-3740.
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42149151496
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We prepared the required phosphorus reagent using a Z/E mixture of 1,3-dichloro-1-propenes and obtained a C(6) epimeric mixture of cyclopropanes that, upon ozonolysis, gave an epimeric mixture of acids. The derived ethyl esters were separated to afford ester 50.
-
We prepared the required phosphorus reagent using a Z/E mixture of 1,3-dichloro-1-propenes and obtained a C(6) epimeric mixture of cyclopropanes that, upon ozonolysis, gave an epimeric mixture of acids. The derived ethyl esters were separated to afford ester 50.
-
-
-
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54
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27644570282
-
-
Most of the sequence (51 → 56) turned out to be the same as that used previously by others: (a) Smith, A. B., III; Han, Q.; Breslin, P. A. S.; Beuchamp, G. K. Org. Lett. 2005, 7, 5075-5078.
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Most of the sequence (51 → 56) turned out to be the same as that used previously by others: (a) Smith, A. B., III; Han, Q.; Breslin, P. A. S.; Beuchamp, G. K. Org. Lett. 2005, 7, 5075-5078.
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42149114414
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See Supporting Information for a summary chart of the two other routes we examined
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See Supporting Information for a summary chart of the two other routes we examined.
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