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0034746687
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For reviews concerning ring-closure metathesis reactions, see: (a) Trnka, T. M.; Grubbs, R. H. Acc. Chem. Res. 2001, 34, 18-29; (b) Fürstner, A. Angew. Chem., Int. Ed. Engl. 2000, 39, 3012-3043; (c) Armstrong, S. K. J. Chem. Soc., Perkin Trans. 1 1998, 371-388; (d) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450.
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0001399412
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For reviews concerning ring-closure metathesis reactions, see: (a) Trnka, T. M.; Grubbs, R. H. Acc. Chem. Res. 2001, 34, 18-29; (b) Fürstner, A. Angew. Chem., Int. Ed. Engl. 2000, 39, 3012-3043; (c) Armstrong, S. K. J. Chem. Soc., Perkin Trans. 1 1998, 371-388; (d) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450.
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Fürstner, A.1
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28244440935
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For reviews concerning ring-closure metathesis reactions, see: (a) Trnka, T. M.; Grubbs, R. H. Acc. Chem. Res. 2001, 34, 18-29; (b) Fürstner, A. Angew. Chem., Int. Ed. Engl. 2000, 39, 3012-3043; (c) Armstrong, S. K. J. Chem. Soc., Perkin Trans. 1 1998, 371-388; (d) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450.
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Armstrong, S.K.1
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0032580376
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For reviews concerning ring-closure metathesis reactions, see: (a) Trnka, T. M.; Grubbs, R. H. Acc. Chem. Res. 2001, 34, 18-29; (b) Fürstner, A. Angew. Chem., Int. Ed. Engl. 2000, 39, 3012-3043; (c) Armstrong, S. K. J. Chem. Soc., Perkin Trans. 1 1998, 371-388; (d) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450.
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Grubbs, R.H.1
Chang, S.2
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0035930791
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For examples of tandem metathesis reactions of dienynes, see: (a) Choi, T.-L.; Grubbs, R. H. Chem. Commun. 2001, 2648-2649; (b) Codesido, E. M.; Castedo, L.; Granja, J. R. Org. Lett. 2001, 3, 1483-1486; (c) Renaud, J.; Graf, C.-D.; Oberer, L. Angew. Chem., Int. Ed. Engl. 2000, 39, 3101-3104; (d) Zuercher, W. J.; Scholl, M.; Grubbs, R. H. J. Org. Chem. 1998, 63, 4291-4298; (e) Kim, S.-H.; Zuercher, W. J.; Bowden, N. B.; Grubbs, R. H. J. Org. Chem. 1996, 61, 1073-1081.
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Choi, T.-L.1
Grubbs, R.H.2
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19
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0035902234
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For examples of tandem metathesis reactions of dienynes, see: (a) Choi, T.-L.; Grubbs, R. H. Chem. Commun. 2001, 2648-2649; (b) Codesido, E. M.; Castedo, L.; Granja, J. R. Org. Lett. 2001, 3, 1483-1486; (c) Renaud, J.; Graf, C.-D.; Oberer, L. Angew. Chem., Int. Ed. Engl. 2000, 39, 3101-3104; (d) Zuercher, W. J.; Scholl, M.; Grubbs, R. H. J. Org. Chem. 1998, 63, 4291-4298; (e) Kim, S.-H.; Zuercher, W. J.; Bowden, N. B.; Grubbs, R. H. J. Org. Chem. 1996, 61, 1073-1081.
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Codesido, E.M.1
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20
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0034283391
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For examples of tandem metathesis reactions of dienynes, see: (a) Choi, T.-L.; Grubbs, R. H. Chem. Commun. 2001, 2648-2649; (b) Codesido, E. M.; Castedo, L.; Granja, J. R. Org. Lett. 2001, 3, 1483-1486; (c) Renaud, J.; Graf, C.-D.; Oberer, L. Angew. Chem., Int. Ed. Engl. 2000, 39, 3101-3104; (d) Zuercher, W. J.; Scholl, M.; Grubbs, R. H. J. Org. Chem. 1998, 63, 4291-4298; (e) Kim, S.-H.; Zuercher, W. J.; Bowden, N. B.; Grubbs, R. H. J. Org. Chem. 1996, 61, 1073-1081.
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Renaud, J.1
Graf, C.-D.2
Oberer, L.3
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21
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0001117364
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For examples of tandem metathesis reactions of dienynes, see: (a) Choi, T.-L.; Grubbs, R. H. Chem. Commun. 2001, 2648-2649; (b) Codesido, E. M.; Castedo, L.; Granja, J. R. Org. Lett. 2001, 3, 1483-1486; (c) Renaud, J.; Graf, C.-D.; Oberer, L. Angew. Chem., Int. Ed. Engl. 2000, 39, 3101-3104; (d) Zuercher, W. J.; Scholl, M.; Grubbs, R. H. J. Org. Chem. 1998, 63, 4291-4298; (e) Kim, S.-H.; Zuercher, W. J.; Bowden, N. B.; Grubbs, R. H. J. Org. Chem. 1996, 61, 1073-1081.
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Zuercher, W.J.1
Scholl, M.2
Grubbs, R.H.3
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22
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0001354464
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For examples of tandem metathesis reactions of dienynes, see: (a) Choi, T.-L.; Grubbs, R. H. Chem. Commun. 2001, 2648-2649; (b) Codesido, E. M.; Castedo, L.; Granja, J. R. Org. Lett. 2001, 3, 1483-1486; (c) Renaud, J.; Graf, C.-D.; Oberer, L. Angew. Chem., Int. Ed. Engl. 2000, 39, 3101-3104; (d) Zuercher, W. J.; Scholl, M.; Grubbs, R. H. J. Org. Chem. 1998, 63, 4291-4298; (e) Kim, S.-H.; Zuercher, W. J.; Bowden, N. B.; Grubbs, R. H. J. Org. Chem. 1996, 61, 1073-1081.
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Grubbs, R.H.4
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24
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0031597443
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Ketone 5 was prepared by acidic hydrolysis of the corresponding silyl enol ether previously described by Piers et al. Piers E., Renaud J., Rettig S.J. Synthesis. 1998;590-602.
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Synthesis
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25
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84985273200
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Quinkert G., Schmalts H.-G., Walzer E., Gross S., Kowalczk-Przewloka T., Schierloh C., Dürner G., Bats J.W., Kessler H. Liebigs Ann. Chem. 1988;283-315.
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Kowalczk-Przewloka, T.5
Schierloh, C.6
Dürner, G.7
Bats, J.W.8
Kessler, H.9
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26
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0002666942
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Although 4-bromo-2-methyl-2-pentene is commercially available, it was easily prepared in two steps from cyclopropyl methyl ketone according to the procedure of Julia et al. Julia M., Julia S., Guégan R. Bull. Soc. Chim. Fr. 1960;1072-1079.
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Bull. Soc. Chim. Fr.
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-
Julia, M.1
Julia, S.2
Guégan, R.3
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28
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0011138634
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-
2] was found to be ineffective in this reaction. In all attempts, starting dienynes were recovered unchanged.
-
2] was found to be ineffective in this reaction. In all attempts, starting dienynes were recovered unchanged.
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-
-
-
29
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0011088882
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-
1H NMR) by rapid chromatography on Florisil using light petroleum ether as eluent.
-
1H NMR) by rapid chromatography on Florisil using light petroleum ether as eluent.
-
-
-
-
30
-
-
0011155539
-
-
note
-
+, 1), 445 (M-OMe, 100).
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-
-
31
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0011089735
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-
The stereochemical assignment at C14 was also based on extensive literature precedent (see for example Refs. 3a and 4c ).
-
The stereochemical assignment at C14 was also based on extensive literature precedent (see for example Refs. 3a and 4c ).
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-
-
-
32
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0035036879
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For the only example of the cerium chloride catalyzed 1,2-ring-opening of epoxides by amines see: Reddy L.R., Reddy M.A., Rao K.R. Synthesis. 2001;831-832.
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(2001)
Synthesis
, pp. 831-832
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Reddy, L.R.1
Reddy, M.A.2
Rao, K.R.3
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33
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0011122612
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-
23
-
23.
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-
-
-
34
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-
33845183760
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N2′ additions of organocopper reagents to vinyl oxiranes, see Marshall J.A. Chem. Rev. 89:1989;1503-1511.
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Chem. Rev.
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, pp. 1503-1511
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Marshall, J.A.1
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35
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0034697460
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For the Lewis acid catalyzed 1,2-ring-opening of vinyl epoxides by alcohols, see Prestat G., Baylon C., Heck M.-P., Mioskowski C. Tetrahedron Lett. 41:2000;3829-3831.
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Prestat, G.1
Baylon, C.2
Heck, M.-P.3
Mioskowski, C.4
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38
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0011088883
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-
(13Hα-12H)=7.6 Hz] consistent with the observations reported by Danishefsky and co-workers for a similar system ( Ref. 4c ).
-
(13Hα-12H)=7.6 Hz] consistent with the observations reported by Danishefsky and co-workers for a similar system ( Ref. 4c ).
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