Novel N1-C4 β-lactam bond breakage.: Synthesis of enantiopure α-alkoxy-γ-keto acid derivatives

被引:22
作者
Alcaide, B [1 ]
Almendros, P
Redondo, MC
机构
[1] Univ Complutense Madrid, Fac Quim, Dept Quim Organ, E-28040 Madrid, Spain
[2] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain
关键词
D O I
10.1021/ol049549j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Addition reaction of 2-(trimethylsilyl)thiazole (TMST) to cis- or trans-4-formyl-beta-lactams gave enantiopure alpha-alkoxy-gamma-keto acid derivatives via a novel N1-C4 bond breakage of the beta-lactam nucleus. This is the first time that the cleavage of the N1-C4 bond on the beta-lactam nucleus has been shown to occur in 2-azetidinones lacking an aryl moiety at C4.
引用
收藏
页码:1765 / 1767
页数:3
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