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

页码：2201 / 2207

页数：7

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