An asymmetric domino three-component synthesis of β-lactams

被引：0
|
作者：
Palomo, C
Aizpurua, JM
Gracenea, JJ
Garcia-Granda, S
Pertierra, P
机构：
[1] Univ Basque Country, Fac Quim, Dept Quim Organ, E-20009 San Sebastian, Spain
[2] Univ Oviedo, Dept Quim Fis & Analit, E-33071 Oviedo, Spain
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 1998卷 / 10期
关键词：
antibiotics; asymmetric synthesis; beta-lactams; Michael additions; multicomponent reactions;
D O I：
10.1002/(SICI)1099-0690(199810)1998:10<2201::AID-EJOC2201>3.0.CO;2-R
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Lithium dialkylcuprates react either in a sequential one-pot or in a domino "three-component" fashion with chiral Michael accepters, Like Oppolzer's N-enoyl-2,10-camphorsultams 7 and 11 or Evans' N-enoyl-4-phenyl-1,3-oxazolidin-2-ones 8 and 13, and N-(methoxycarbonyl-methylidene)(4-methoxyphenyl)amine 9 to afford the corresponding cis-3-alkyl-4-methoxycarbonyl-1-(4-methoxyphenyl) azetidin-2-ones 10, 14-15 in overall yields of 40-67 % and enantiomeric excesses of 91-99 %.
引用
收藏
页码：2201 / 2207
页数：7
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