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Magnus, P.1
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Lynch, V.3
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(a) For a comprehensive account of the chemistry and biology of these compounds, see: Scott, J. D.; Williams, R. M. Chem. Rev. 2002, 102, 1669-1729.
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Cordell, G. A., Ed.; Academic Press: San Diego
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(b) For a review, see: Ozturk, T. The Alkaloids; Cordell, G. A., Ed.; Academic Press: San Diego, 2000; Vol. 53, p 120.
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Ozturk, T.1
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and references therein
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Isolation and characterization: Saito, N.; Tanaka, C.; Koizumi, Y.; Suwanborirux, K.; Amnuoypol, S.; Pummangura, S.; Kubo, A. Tetrahedron 2004, 60, 3873-3881 and references therein.
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Tetrahedron
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Saito, N.1
Tanaka, C.2
Koizumi, Y.3
Suwanborirux, K.4
Amnuoypol, S.5
Pummangura, S.6
Kubo, A.7
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6
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(a) Renieramycin A: Fukuyama, T.; Linton, S. D.; Tun, M. M. Tetrahedron Lett. 1990, 31, 5989-5992.
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Fukuyama, T.1
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Tun, M.M.3
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7
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16844386126
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(b) Cribrostatin 4 (renieramycin H): Danishefsky, S. J.; Chan, C.; Heid, R.; Zheng, S.; Guo, J.; Zhou, B.; Furuuchi, T. J. Am. Chem. Soc. 2005, 127, 4596-4598.
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Danishefsky, S.J.1
Chan, C.2
Heid, R.3
Zheng, S.4
Guo, J.5
Zhou, B.6
Furuuchi, T.7
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8
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0000251762
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(c) Renieramycin congeners: Saito, N.; Yamauchi, R.; Kubo, A. Heterocycles 1991, 32, 1203-1214.
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Heterocycles
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Saito, N.1
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Kubo, A.3
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9
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4544279313
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Whaley, H. A.; Patterson, E. L.; Dann, M.; Shay, A. J.; Porter, J. N. Antimicrob. Agents Chemother. 1964, 8, 83-86.
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Whaley, H.A.1
Patterson, E.L.2
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10
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He, H.; Shen, B.; Carter, G. T. Tetrahedron Lett. 2000, 41, 2067-2071.
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He, H.1
Shen, B.2
Carter, G.T.3
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11
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0345098343
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(a) Ashley, E. R.; Cruz, E. G.; Stoltz, B. M. J. Am. Chem. Soc. 2003, 125, 15000-15001.
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Ashley, E.R.1
Cruz, E.G.2
Stoltz, B.M.3
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12
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24744448315
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(b) Partial synthesis: Fukuyama, T.; Rikimaru, K.; Mori, K.; Kan, T. Chem. Commun. 2005, 3, 394-396.
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Fukuyama, T.1
Rikimaru, K.2
Mori, K.3
Kan, T.4
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14
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0000602863
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Castro, C. E.; Havlin, R.; Honwad, V. K.; Malte, A.; Moje, S. J. Am. Chem. Soc. 1969, 91, 6464-6470.
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Castro, C.E.1
Havlin, R.2
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Malte, A.4
Moje, S.5
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16
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24744443098
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note
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For potential side reactions during ionic hydrogenation of electron-rich 1.2-dihydroisoquinolines, see ref 1.
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17
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24744443605
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note
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Without TMS protection of the alcohol, only the ester-coupled product is obtained when 1 equiv of mixed anhydride 14 is used.
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19
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0032555634
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(a) Davies, S. G.; Bull, S. D.; Epstein, S. W.; Ouzman, J. V. A. Tetrahedron: Asymmetry 1998, 9, 2795-2798.
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Tetrahedron: Asymmetry
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Davies, S.G.1
Bull, S.D.2
Epstein, S.W.3
Ouzman, J.V.A.4
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20
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33751146774
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(b) For a review of enantioselective reprotonation of prochiral enolates. see: Fehr, C. Angew. Chem., Int. Ed. Engl. 1996, 35, 2566-2587.
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Angew. Chem., Int. Ed. Engl.
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Fehr, C.1
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21
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24744447123
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note
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2O, 85% yield, X-ray) gave a 1:1 mixture of cis:trans isomers, crystallizing as a 4:1 mixture.
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22
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24744464672
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note
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2, 1 h, 85% yield. X-ray).
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24
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0032513062
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For angelate ester formation, see: Joseph-Nathan, P.; Torres-Valencia, J. M.; Cerda-Gercia-Rojas, C. M. Tetrahedron: Asymmetry 1998, 9, 757-764.
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(1998)
Tetrahedron: Asymmetry
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, pp. 757-764
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Joseph-Nathan, P.1
Torres-Valencia, J.M.2
Cerda-Gercia-Rojas, C.M.3
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25
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24744465701
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note
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An authentic sample of renieramycin G was not available for comparison, but spectral data were consistent with published data (ref 2).
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26
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24744463760
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note
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We are grateful to Prof. R. M. Williams for sending us a preprint of their manuscript describing the synthesis of (-)-renieramycin G.
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