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1542635037
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note
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For a complete review of previous syntheses of the eburnamine-vincamine alkaloids, see: ref 1.
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12
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(a) Schultz, A. G.; Hoglen, D. K.; Holoboski, M. A. Tetrahedron Lett. 1992, 33, 6611.
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33947475668
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(b) The first synthesis of racemic eburnamine involved the "abnormal Reimer-Tiemann reaction" of p-ethylphenol to give 4-(dichloromethyl)-4-ethyl-2,5-cyclohexadien-l-one in 4% yield; see: Bartlett, M. F.; Taylor, W. I. J. Am. Chem. Soc. 1960, 82, 5941.
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For the preparation and Birch reduction-methylation of benzamide 3, see: Schultz, A. G.; Macielag, M.; Sundararaman, P.; Taveras, A. G.; Welch, M. J. Am. Chem. Soc. 1988, 110, 7828.
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1542530096
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See ref 10 for details
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See ref 10 for details.
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18
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1542425300
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note
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The authors have deposited atomic coordinates for this structure with the Cambridge Crystallographic Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, U.K.
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21
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1542635038
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German Patent P 236568.3,9 1973; also, see ref 7c
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