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The synthesis of compound 16 is described in the literature. See: Guay, V.; Brassard, P. J. Heterocycl. Chem. 1987, 24, 1649-1652.
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The synthesis of compound 16 is described in the literature. See: Guay, V.; Brassard, P. J. Heterocycl. Chem. 1987, 24, 1649-1652.
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41
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33846441322
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Configuration of the major isomer 18 was verified by formation in two steps of N-trityl compound already described by Nakata and Tatsuta (ref 5b).
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Configuration of the major isomer 18 was verified by formation in two steps of N-trityl compound already described by Nakata and Tatsuta (ref 5b).
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42
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0035979030
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Synthesis of trisubstituted alkenes from lactols: (a) Smith, A. B., III; Brandt, B. M. Org. Lett. 2001, 3, 1685-1688.
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Synthesis of trisubstituted alkenes from lactols: (a) Smith, A. B., III; Brandt, B. M. Org. Lett. 2001, 3, 1685-1688.
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0141713816
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Wittig reaction on unsaturated lac'' tol: Tulshian, D. B.; Fraser-Reid, B. J. Am. Chem. Soc 1981, 103, 474-475.
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Wittig reaction on unsaturated lac'' tol: Tulshian, D. B.; Fraser-Reid, B. J. Am. Chem. Soc 1981, 103, 474-475.
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45
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33846432074
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The 1H NMR spectrum of our synthetical herbimycin A was identical to those provided by Prof. Panek (natural and synthetical) and identical to the spectrum of commercial herbimycin A purchased from Sigma-Aldrich. Optical rotations of our herbimycin A sample and of the commercially available one were respectively [α]20D +223 (c 0.14, CHCl3) and [α]20D +231 (c 0.05, CHCl3, These values are significantly higher than those described in the literature (ref 1a: [α]20 D +137 (c 1.0, CHCl3, ref 5a: [α] 25D +122 (c 0.20, CHCl3, ref 5c: [α]23D +127 c 0.15, CHCl3
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3)).
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