Palladium‐Catalyzed Stereoselective Intramolecular Oxidative Amidation of Alkenes in the Synthesis of 1,3‐ and 1,4‐Amino Alcohols and 1,3‐Diamines |
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Authors: | Prof. Dr. Andrei V. Malkov Dr. Darren S. Lee Dr. Maciej Barłóg Dr. Mark R. J. Elsegood Prof. Dr. Pavel Kočovský |
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Affiliation: | 1. Department of Chemistry, Loughborough University, Loughborough, LE11 3TU (UK), Fax: (+44)?1509‐22‐3925;2. Department of Chemistry, Texas A&M University at Qatar, P.O. Box 23874, Doha (Qatar);3. Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE 10691 Stockholm (Sweden);4. on leave from: Department of Chemistry, WestChem, University of Glasgow, Glasgow G12 8QQ (UK) address for future correspondence: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo 2, 16610 Prague 6 (Czech Republic) |
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Abstract: | An efficient and practical Pd‐catalyzed intramolecular oxidative allylic amidation provides facile access to derivatives of 1,3‐ and 1,4‐amino alcohols and 1,3‐diamines. The method operates under mild reaction conditions (RT) with molecular oxygen (1 atm) as the sole reoxidant of Pd. Excellent diastereoselectivities were attained with substrates bearing a secondary stereogenic center |
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Keywords: | allylic compounds amination cyclization homogeneous catalysis palladium |
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