A practical regioselective ring-opening of activated aziridines with organoalanes

被引:14
|
作者
Bertolini, Ferruccio [1 ,2 ]
Woodward, Simon [1 ]
Crotti, Stefano [2 ]
Pineschi, Mauro [2 ]
机构
[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
[2] Univ Pisa, Dipartimento Sci Farmaceut, I-56126 Pisa, Italy
基金
英国工程与自然科学研究理事会;
关键词
CARBON NUCLEOPHILES; ORGANOCOPPER REAGENTS; 2-ALKENYL AZIRIDINES; ISOSTERES; EPOXIDES;
D O I
10.1016/j.tetlet.2009.05.081
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The regioselective ring-opening of N-protected 2-phenylaziridines is accomplished by the addition of organoalanes in dichloromethane. With this simple method it is possible to introduce alkyl, alkenyl and alkynyl substituents at the benzylic position of the phenylaziridine to give the corresponding beta-phenyl-beta-substituted amines, as useful precursors for intramolecular hydroaminations, in high yields. (C) 2009 Elsevier Ltd. All rights reserved.
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页码:4515 / 4518
页数:4
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