Synthesis of C6F5-substituted aminoethanols via acetate ion mediated C6F5-group transfer reaction

被引：15
|
作者：
Levin, VV
Dilman, AD
Belyakov, PA
Korlyukov, AA
Struchkova, MI
Antipin, MY
Tartakovsky, VA
机构：
[1] ND Zelinskii Inst Organ Chem, Moscow 119991, Russia
[2] AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
来源：
SYNTHESIS-STUTTGART | 2006年 / 03期
关键词：
silicon; hypercoordination; amino alcohols; imines; tris(pentafluorophenyl)silyl derivatives;
D O I：
10.1055/s-2006-926278
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new approach for the synthesis of N-(pentafluorophenylmethyl)aminoethanols is developed. The method includes alkylation of imines with 2-tris(pentafluorophenyl)silyloxyethyl triflate, prepared from ethylene oxide and (C6F5)(3)SiOTf, to give 2-sityloxy-ethyliminium ions. Their treatment with sodium acetate induces CC bond formation proceeding as transfer of the C6F5 group from the five-coordinate silicate intermediate to the iminium center.
引用
收藏
页码：489 / 495
页数：7
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