The indium-mediated selective introduction of allenyl and propargyl groups at the C4-position of 2-azetidinones and the AuCl3-catalyzed cyclization of 4-allenyl-2-azetidinones

被引:71
作者
Lee, PH [1 ]
Kim, H [1 ]
Lee, K [1 ]
Kim, M [1 ]
Noh, K [1 ]
Kim, H [1 ]
Seomoon, D [1 ]
机构
[1] Kangwon Natl Univ, Dept Chem, Chunchon 200701, South Korea
关键词
allenylation; cyclization; gold; indium; lactams;
D O I
10.1002/anie.200462512
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Bicyclic β lactams are obtained by the two-step procedure shown in the scheme. Alternatively, with the help of organoindium reagents, allenyl and propargyl groups are introduced at the C4-position of 2-azetidinones. R1 = H, 1R-(tert-butyl- dimethylsilyloxy)ethyl (TBSO(CH3)CH); R2= H, methyl, ethyl, n-butyl, phenyl, THPOCH2, trimethylsilyl, 2-naphthyl; R 3 = H, methyl, phenyl; R4 = H, methyl. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1840 / 1843
页数:4
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