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3
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Total syntheses: (a)
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Total syntheses: (a) Dounay, A. B.; Overman, L. E.; Wrobleski, A. D. J. Am. Chem. Soc. 2005, 127, 10186.
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(b) Dounay, A. B.; Humphreys, P. G.; Overman, L. E.; Wrobleski, A. D. J. Am. Chem. Soc. 2008, 130, 5368.
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Dounay, A.B.1
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5
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44049105075
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(c) Shen, L.; Zhang, M.; Wu, Y.; Qin, Y. Angew. Chem. Int. Ed. 2008, 47, 3618.
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Shen, L.1
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Wu, Y.3
Qin, Y.4
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6
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67349103396
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Partial synthesis: (d)
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Partial synthesis: (d) Bobeck, D. R.; France, S.; Leverette, C. A.; Sánchez- Cantalejo, F.; Padwa, A. Tetrahedron Lett. 2009, 50, 3145.
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Sánchez- Cantalejo, F.4
Padwa, A.5
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8
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69949115497
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For a total synthesis of racemic vincorine, see: (b)
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For a total synthesis of racemic vincorine, see: (b) Zhang, M.; Hunag, X.; Shen, L.; Qin, Y. J. Am. Chem. Soc. 2009, 131, 6013.
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Zhang, M.1
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Sha, C. K.; Zhan, Z. P.; Wang, F. S. Org. Lett. 2000, 2, 2011.
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Sha, C.K.1
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10
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84885423723
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It should be noted that a racemic, thermally promoted Diels-Alder/amine cyclization sequence between a 2-vinylindole and dimethyl maleate has previously been reported: (a)
-
It should be noted that a racemic, thermally promoted Diels-Alder/amine cyclization sequence between a 2-vinylindole and dimethyl maleate has previously been reported: (a) Lévy, J.; Sapi, J.; Laronze, J. Y.; Royer, D.; Toupet, L. Synlett 1992, 601.
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Lévy, J.1
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Toupet, L.5
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11
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1842732181
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For iminium-catalyzed pyrroloindoline formation, see: (b)
-
For iminium-catalyzed pyrroloindoline formation, see: (b) Austin, J. F.; Kim, S.-G.; Sinz, C. S.; Xiao, W.-J.; MacMillan, D. W. C. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 5482-5486.
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MacMillan, D.W.C.5
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12
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0030814062
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Acetylenic [4 + 2] cycloadditions are typically exo-selective: (a)
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Acetylenic [4 + 2] cycloadditions are typically exo-selective: (a) Corey, E. J.; Lee, T. W. Tetrahedron Lett. 1997, 38, 5755.
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Corey, E.J.1
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(b) Ishihara, K.; Kondo, S.; Kurihara, H.; Yamamoto, H. J. Org. Chem. 1997, 62, 3026.
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Ishihara, K.1
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Yamamoto, H.4
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15
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70349755644
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Only alkyne stannylation was observed under these conditions
-
Only alkyne stannylation was observed under these conditions.
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16
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1542708924
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Pike, P. W.; Gilliatt, V.; Ridenour, M.; Hershberger, J. W. Organometallics 1988, 7, 2220.
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Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116.
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18
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70349734603
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Cyclization onto the analogous methyl alkyne gives a 1:1 E/Z ratio.
-
Cyclization onto the analogous methyl alkyne gives a 1:1 E/Z ratio.
-
-
-
-
19
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0030840651
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A related allene hydrogenation has been achieved in modest yield
-
A related allene hydrogenation has been achieved in modest yield: Bonjoch, J.; Solé, D.; García-Rubio, S.; Bosch, J. J. Am. Chem. Soc. 1997, 119, 7230.
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Bosch, J.4
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