Novel synthesis of carbapenam by intramolecular attack of lactam nitrogen toward η1-allenyl and η3-propargylpalladium complex

被引:52
作者
Kozawa, Y [1 ]
Mori, M [1 ]
机构
[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
关键词
D O I
10.1021/jo030123c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
When a THF solution of beta-lactam having propargyl phosphate was warmed in the presence of 5 mol % of Pd-2(dba)(3).CHCl3, 20 mol % of a bidentate ligand, and sodium acetate (1.5 equiv) at 40 degreesC for 22 h, carbapenam was produced in high yield. In this reaction, the lactam nitrogen attacked the central carbon of a eta(3)-propargylpalladium complex, which was formed from propargyl phosphate and Pd(0).
引用
收藏
页码:8068 / 8074
页数:7
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