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An Asymmetric Domino Three-Component Synthesis of β-Lactams

✍ Scribed by Claudio Palomo; Jesús M. Aizpurua; José Javier Gracenea; Santiago García-Granda; Pilar Pertierra

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
248 KB
Volume
1998
Category
Article
ISSN
1434-193X

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✦ Synopsis

Lithium dialkylcuprates react either in a sequential one-pot methylidene)(4-methoxyphenyl)amine 9 to afford the corresponding cis-3-alkyl-4-methoxycarbonyl-1-(4-methoxy-or in a domino "three-component" fashion with chiral Michael acceptors, like Oppolzer's N-enoyl-2,10-phenyl)azetidin-2-ones 10, 14-15 in overall yields of 40-67% and enantiomeric excesses of 91-99 %. camphorsultams 7 and 11 or Evans' N-enoyl-4-phenyl-1,3oxazolidin-2-ones 8 and 13, and N-(methoxycarbonyl-[ ] X-ray crystal structure analysis.

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