Syntheses of Carbocyclic Uracil Polyoxin C Analogs: Application of Pd(0)/InI-Allylation of 4-Acetoxy-2-azetidinone

被引:20
作者
Cesario, Cara [1 ]
Miller, Marvin J. [1 ]
机构
[1] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA
关键词
BETA-LACTAM ANTIBIOTICS; CIS-HYDROXYLATION; CHITIN SYNTHETASE; ALPHA-EPIMER; NUCLEOSIDES; NIKKOMYCINS; APOPTOSIS; ROUTE; CELLS; TUMOR;
D O I
10.1021/jo900861x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Carbocyclic uracil polyoxin C analogs are prepared from an acylnitroso-derived hetero Diels-Alder cycloadduct in fewer than nine steps, Pd(0)/InI-mediated allylation of 4-acetoxy-2-azetidinone is used to install the beta-amino acid side chain at the C-5' position of the carbocycle.
引用
收藏
页码:5730 / 5733
页数:4
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