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As a further indication of their fragility, we noticed that α-keto cyanophosphorane building blocks undergo some transformation (possibly an epimerisation) upon storage for a week in a deep freezer. For more details, see the experimental part
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As a further indication of their fragility, we noticed that α-keto cyanophosphorane building blocks undergo some transformation (possibly an epimerisation) upon storage for a week in a deep freezer. For more details, see the experimental part.
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Interestingly, a vinylogous dehydrovaline derivative was obtained from flash vacuum pyrolysis of an appropriate α-keto alkoxycarbonylphosphorane, albeit in low yield; see
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Interestingly, a vinylogous dehydrovaline derivative was obtained from flash vacuum pyrolysis of an appropriate α-keto alkoxycarbonylphosphorane, albeit in low yield; see: R. A. Aitken, N. Karodia, T. Massil, R. J. Young, J. Chem. Soc. Perkin Trans. 1 2002, 533-541.
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In a recent total synthesis of cryptophycin 3, TBTU/HOBt was the preferred coupling system for a macrocyclisation step requiring activation of a β-substituted acrylic C terminus; see: P. Danner, M. Bauer, P. Phukan, M. E. Maier, Chem. 2005, 317-325
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In a recent total synthesis of cryptophycin 3, TBTU/HOBt was the preferred coupling system for a macrocyclisation step requiring activation of a β-substituted acrylic C terminus; see: P. Danner, M. Bauer, P. Phukan, M. E. Maier, Eur. J. Org. Chem. 2005, 317-325.
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