A practical ruthenium-catalyzed cleavage of the allyl protecting group in amides, lactams, imides, and congeners

被引:61
作者
Alcaide, B [1 ]
Almendros, P
Alonso, JM
机构
[1] Univ Complutense Madrid, Dept Quim Organ 1, E-28040 Madrid, Spain
[2] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain
关键词
amides; cleavage reactions; lactams; protecting groups; ruthenium;
D O I
10.1002/chem.200501227
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A convenient methodology for the deprotection of N-allylic amide-like moieties was developed. The first examples accounting for the ruthenium-catalyzed deallylation of amides, lactams, imides, pyrazolidones, hydantoins, and oxazolidinones have been achieved by the sequential use of Grubbs carbene (isomerization step) and RUCl3 (oxidation step). A variety of substrates, including enantio-pure multifunctional beta- and gamma-lactams, can be employed.
引用
收藏
页码:2874 / 2879
页数:6
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