ACYLOXYLATION AT THE 4-POSITION OF AZETIDIN-2-ONES

被引:12
作者
EASTON, CJ [1 ]
LOVE, SG [1 ]
WANG, P [1 ]
机构
[1] UNIV CANTERBURY,DEPT CHEM,CHRISTCHURCH 1,NEW ZEALAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 02期
关键词
D O I
10.1039/p19900000277
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The copper-catalysed reaction of azetidin-2-ones with t-butyl perbenzoate or peracetate affords the corresponding 4-benzoyloxy- and acetoxy-substituted β-lactams, respectively. N-Unsubstituted 4-acyloxyazetidinones can be synthesized by dearylation of the N-(4-methoxyphenyl)-substituted products with ceric ammonium nitrate. Acyloxylation of β-lactams that are monosubstituted at C-3 affords predominantly trans-products.
引用
收藏
页码:277 / 282
页数:6
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