Alkene Oxyalkylation Enabled by Merging Rhenium Catalysis with Hypervalent Iodine(III) Reagents via Decarboxylation
摘要:
Rhenium-catalyzed oxyalkylation of alkenes is described, where hypervalent iodine(III) reagents derived from widely occurring aliphatic carboxylic acids were used as, for the first time, not only an oxygenation source but also an alkylation source via decarboxylation. The reaction also features a wide substrate scope, totally regiospecific difunctionalization, mild reaction conditions, and ready availability of both substrates. Mechanistic studies revealed a decarboxylation/radical-addition/cation-trapping cascade operating in the reaction.
Bandaev, S. G.; Sabarov, Yu. S.; Hantschmann, A., Journal fur praktische Chemie (Leipzig 1954), 1980, vol. 322, # 4, p. 643 - 648
作者:Bandaev, S. G.、Sabarov, Yu. S.、Hantschmann, A.、Weissenfels, M.
DOI:——
日期:——
Alkene Oxyalkylation Enabled by Merging Rhenium Catalysis with Hypervalent Iodine(III) Reagents via Decarboxylation
作者:Yin Wang、Lei Zhang、Yunhui Yang、Ping Zhang、Zhenting Du、Congyang Wang
DOI:10.1021/ja410195j
日期:2013.12.4
Rhenium-catalyzed oxyalkylation of alkenes is described, where hypervalent iodine(III) reagents derived from widely occurring aliphatic carboxylic acids were used as, for the first time, not only an oxygenation source but also an alkylation source via decarboxylation. The reaction also features a wide substrate scope, totally regiospecific difunctionalization, mild reaction conditions, and ready availability of both substrates. Mechanistic studies revealed a decarboxylation/radical-addition/cation-trapping cascade operating in the reaction.
Bandaev, S. G.; Sychkova, L. D.; Hantschmann, A., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, p. 257 - 262
作者:Bandaev, S. G.、Sychkova, L. D.、Hantschmann, A.、Shabarov, Yu. S.