1-[2-(2-Hydroxyalkyl)phenyl]ethanone: A New Photoremovable Protecting Group for Carboxylic Acids.
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2-Hydroxyphenacyl ester: a new photoremovable protecting group.
A 2-hydroxyphenacyl moiety absorbing below 370 nm is proposed as a new photoremovable protecting group for carboxylates and sulfonates. Laser flash photolysis and steady-state sensitization studies show that the leaving group is released from a short-lived triplet state. In addition, DFT-based quantum chemical calculations were performed to determine the key reaction steps. We found that triple...
متن کاملPhotochemical & Photobiological Sciences Paper 2-hydroxyphenacyl Ester: a New Photoremovable Protecting Group † ‡
A 2-hydroxyphenacyl moiety absorbing below 370 nm is proposed as a new photoremovable protecting group for carboxylates and sulfonates. Laser flash photolysis and steady-state sensitization studies show that the leaving group is released from a short-lived triplet state. In addition, DFT-based quantum chemical calculations were performed to determine the key reaction steps. We found that triple...
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This review is intended to provide the reader who is interested in the historical development of the recent research on photoremovable protecting groups, phototriggers, and “caged” compounds and to provide some insight into the genesis of our entry into the field through our most recent discoveries. Several other investigations have paralleled our development of a photoremovable protecting grou...
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24 W. Lin, D.S. Lawrence, J. Org. Chem. 2002, 67, 2723–2726. 25 H.J. Montgomery, B. Perdicakis, D. Fishlock, G.A. Lajoie, E. Jervis, J.G. Guillemette, Bioorg. Med. Chem. 2002, 10, 1919–1927. 26 M. Lu, O.D. Fedoryak, B.R. Moister, T.M. Dore, Org. Lett. 2003, 5, 2119– 2122. 27 V.G. Robu, E.S. Pfeiffer, S.L. Robia, R.C. Balijepalli, Y. Pi, T. J. Kamp, J.W. Walker, J. Biol. Chem. 2003, 278, 48154–4...
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ژورنال
عنوان ژورنال: ChemInform
سال: 2004
ISSN: 0931-7597,1522-2667
DOI: 10.1002/chin.200412071