[2+2] Carbonylative cycloaddition catalyzed by palladium:: stereoselective synthesis of β-lactams

被引:27
|
作者
Troisi, L
De Vitis, L
Granito, C
Pilat, W
Pindinelli, E
机构
[1] Univ Lecce, Dipartimento Sci & Tecnol Biol & Ambientali, I-73100 Lecce, Italy
[2] Univ Milan, CNR, Inst Mol Sci & Technol, I-20133 Milan, Italy
关键词
chiral beta-lactams; enantiopure imines; carbonylative cycloaddition; stereoselectivity;
D O I
10.1016/j.tet.2004.05.079
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[2+2] Carbonylative cycloaddition of chiral imines to various allyl halides, under CO pressure, in the presence of Et3N, a catalytic amount of Pd(OAc)(2) and PPh3 as ligand, are carried out. Separable diastereomeric mixtures of chiral alkenyl-beta-lactams are isolated with good yields and high trans diastereoselections. Absolute configurations are assigned by X-ray measurements and H-1 NMR spectroscopy. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6895 / 6900
页数:6
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