A novel use of Grubbs' carbene. Application to the catalytic deprotection of tertiary allylamines

被引:112
作者
Alcaide, B [1 ]
Almendros, P
Alonso, JM
Aly, MF
机构
[1] Univ Complutense Madrid, Dept Quim Organ 1, Fac Ciencias Quim, Madrid 28040, Spain
[2] S Valley Univ, Fac Sci Qena, Dept Chem, Qena, Egypt
关键词
D O I
10.1021/ol0167412
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The first examples accounting for the catalytic deprotection of allylic amines by using reagents different from palladium catalysts have been achieved via Grubbs' carbene-mediated reaction. The current mechanistic hypothesis invokes a nitrogen-assisted ruthenium-catalyzed isomerization, followed by hydrolysis of the enamine intermediate. We believe that an unprecedented mode of ring opening of the ruthena-cyclobutane was involved.
引用
收藏
页码:3781 / 3784
页数:4
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