Quinoline β-lactams by Rh(II)-catalyzed highly steroselective intramolecular carbene insertion into a carbon-hydrogen bond

被引:7
|
作者
Muroni, D [1 ]
Saba, A [1 ]
机构
[1] Univ Sassari, Fac Sci, Dipartimento Chim, Via Vienna 2, I-07100 Sassari, Italy
关键词
metal-carbene; diazoamide; C-H insertion; intramolecular cyclization; beta-lactam; chemoselectivity; stereoselectivity;
D O I
10.3998/ark.5550190.0006.d01
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient synthesis of tricyclic beta-lactams by chemo- and diastereoselective intramolecular CH insertion of metal carbenes generated by dirhodium(II) tetraacetate catalyzed decomposition of alpha-diazoamides 1a-c is reported. In the case of reagent 1b, in the presence of the (+)-menthyl chiral auxiliary, the beta-lactam is obtained with 76% e.e.
引用
收藏
页码:1 / 7
页数:7
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