Stereoselective Nucleophilic Trifluoromethylation of N-(tert-Butylsulfinyl)imines by Using Trimethyl(trifluoromethyl)silane.

Stereoselective Nucleophilic Trifluoromethylation of N-(tert-Butylsulfinyl)imines by Using Trimethyl(trifluoromethyl)silane.
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DOI:
10.1002/1521-3773(20010202)40:3
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发表时间:
2001-02
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影响因子:
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通讯作者:
G. Prakash;M. Mandal;G. Olah
G. Prakash;M. Mandal;G. Olah
中科院分区:
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文献类型:
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作者:
G. Prakash;M. Mandal;G. Olah

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提出了一种非常普遍的反应,以高收率和高立体选择性实现了CF3向手性N-(叔丁基亚胺基)亚胺的亲核转移。四丁基二氟三苯基硅酸盐铵(TBAT)作为氟源,与芳香族、杂环族和脂肪族亚砜胺反应顺利。高立体选择性表明反应通过一个开放的过渡态进行。经颅磁刺激=三甲基硅烷基。
A very general reaction is presented to achieve the nucleophilic transfer of "CF3 " to chiral N-(tert-butylsulfinyl)imines in high yield and high stereoselectivity. Tetrabutylammonium difluorotriphenylsilicate (TBAT) functions as a fluoride source, and aromatic, heterocyclic, and aliphatic sulfinylimines react smoothly. The high stereoselectivity suggests that the reaction proceeds through an open transition state. TMS=trimethylsilyl.