Synthesis of a Novel Class of β-Lactam Derivatives of 1-Aminophosphonates by Staudinger Ketene-Imine [2+2]-Cycloaddition Reaction

被引：2
|
作者：
Kaboudin, Babak [1 ]
Afsharinezhad, Mohammad Bagher [1 ]
机构：
[1] IASBS, Dept Chem, Zanjan 4513766731, Iran
来源：
SYNTHESIS-STUTTGART | 2010年 / 20期
关键词：
1-aminophosphonates; beta-lactams; ketenes; imines; 2+2]-cycloaddition reaction; ACID-ANALOGS; ASYMMETRIC-SYNTHESIS; PHOSPHONOPEPTIDES; PHOSPHONATES; INHIBITORS; PHOSPHITE;
D O I：
10.1055/s-0030-1257889
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel class of beta-lactam derivatives of 1-aminophosphonates was synthesized by Staudinger [2+2] cycloaddition reaction of ketenes with imines derived from 1-aminophosphonates. Treatment of aromatic aldehydes with ammonia and diethyl phosphite followed by a reaction with ketenes, which are generated from the appropriate acid chloride and a tertiary amine, gave a novel class of beta-lactam derivatives of 1-aminophosphonates. The major or, in some cases, sole product of the cycloaddition is the cis-beta-lactam.
引用
收藏
页码：3504 / 3508
页数：5
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