直接催化羧酸对烯烃的反马氏加成反应。
Direct catalytic anti-Markovnikov addition of carboxylic acids to alkenes.
机构信息
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, United States.
出版信息
J Am Chem Soc. 2013 Jul 17;135(28):10334-7. doi: 10.1021/ja4057294. Epub 2013 Jul 3.
Abstract
A direct catalytic anti-Markovnikov addition of carboxylic acids to alkenes is reported. The catalyst system is comprised of the Fukuzumi acridinium photooxidant (1) and a substoichiometric quantity of a hydrogen-atom donor. Oxidizable olefins, such as styrenes, trisubstituted aliphatic alkenes, and enamides, can be employed along with a variety of carboxylic acids to afford the anti-Markovnikov addition adducts exclusively. A deuterium-labeling experiment lends insight to the potential mechanism.
摘要
本文报道了羧酸与烯烃的直接反马氏加成。该催化剂体系由 Fukuzumi 吖啶鎓光氧化剂（1）和亚化学计量的氢供体组成。可使用可氧化的烯烃，如苯乙烯、三取代脂肪族烯烃和烯酰胺，以及各种羧酸，以专一地得到反马氏加成加合物。氘标记实验为潜在的反应机制提供了线索。
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