Asymmetric phase-transfer reactions under base-free neutral conditions

作者: Seiji Shirakawa , Keiji Maruoka

DOI: 10.1016/J.TETLET.2014.05.014

关键词:

摘要: Although quaternary onium salt-catalyzed phase-transfer reactions are generally believed to require base additives, we discovered even without any additives conjugate additions of 3-substituted oxindoles proceeded smoothly in the presence lipophilic bromide under water-organic biphasic conditions. The mechanism this novel base-free neutral reaction system was investigated, and assumed catalytic cycle presented together with interesting effects water lipophilicity catalyst. could be applied highly enantioselective additions, aldol reaction, sulfenylation, chlorination influence chiral bifunctional bromides as key catalysts.

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