N−H Imine as a Powerful Directing Group for Cobalt‐Catalyzed Olefin Hydroarylation
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چکیده
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A traceless directing group for C-H borylation.
Not a trace: Borylation of the nitrogen in nitrogen heterocycles or anilines provides a traceless directing group for subsequent catalytic C-H borylation. Selectivities that previously required Boc protection can be achieved; furthermore, the NBpin directing group can be installed and removed in-situ, and product yields are substantially higher. Boc=tert-butoxycarbonyl, pin=pinacolato.
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Here we describe the synthesis and application of a novel 2,3-dicyclohexylsuccinimide (Cy2SI) protecting group towards regioselective purine glycosylation and alkylation reactions. This bulky protecting group promotes high regioselectivity during the glycosylation (as well as diastereoselectivity) or alkylation of purines using Hoffer's chlorosugar or tert-butyl bromoacetate, respectively. Cy2S...
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ژورنال
عنوان ژورنال: Angewandte Chemie International Edition
سال: 2016
ISSN: 1433-7851,1521-3773
DOI: 10.1002/anie.201605877