Chlorosulfonamide Salts Are Superior Electrophilic Chlorine Precursors for the Organocatalytic Asymmetric Chlorocyclization of Unsaturated Amides

Chlorosulfonamide Salts Are Superior Electrophilic Chlorine Precursors for the Organocatalytic Asymmetric Chlorocyclization of Unsaturated Amides
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DOI:
10.1021/ol500861z
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发表时间:
2014-07-18
期刊:
影响因子:
5.2
通讯作者:
Borhan, Babak
Borhan, Babak
中科院分区:
化学1区
文献类型:
--
作者:
Jaganathan, Arvind;Borhan, Babak

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氯胺-T中心点3H(2)O和其他氯磺酰胺盐可以在烯烃的有机催化不对称氯官能化中作为亲电子氯的容易获得、稳定且廉价的前体。与市售有机催化剂结合使用,它们可用于不饱和酰胺的不对称氯环化,即使在环境温度和高浓度下也能产生具有前所未有的立体选择性水平的产物。
Chloramine-T center dot 3H(2)O and other chlorosulfonamide salts can serve as readily available, stable, and inexpensive precursors of electrophilic chlorine in the organocatalytic asymmetric chlorofunctionalization of olefins. In conjunction with commercially available organocatalysts, they can be utilized in the asymmetric chlorocyclization of unsaturated amides to yield products with unprecedented levels of stereoselectivity even at ambient temperatures and high concentrations.