Synthesis of Structurally Diverse 2-Azetidinones via Staudinger Reaction on a Solid Support

被引：36
作者：
Jarrahpour, Aliasghar [1 ]
Fadavi, Abdolhamid [2 ]
Zarei, Maaroof [1 ]
机构：
[1] Shiraz Univ, Dept Chem, Coll Sci, Shiraz 71454, Iran
[2] Islamic Azad Univ, Marvdasht Branch, Marvdasht, Iran
来源：
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2011年 / 84卷 / 03期
关键词：
BETA-LACTAM COMPOUNDS; PHASE SYNTHESIS; COMBINATORIAL SYNTHESIS; VILSMEIER REAGENT; BUILDING-BLOCKS; EFFICIENT; VERSATILE; ANALOGS; IMINES; STEREOSELECTIVITY;
D O I：
10.1246/bcsj.20100212
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Trimellitic anhydride was attached to Merrifield resin and a ketene was generated from polymer-bound phthaloylglycine. Then this polymer reacted with imines in the presence of Vilsmeier reagent and triethylamine to afford the solid-phase-tethered beta-lactam products. Selective cleavage of supported beta-lactams by trifluoroacetic acid and methylhydrazine gave 4-carboxyphthalimido- and 3-amino-beta-lactams, respectively. The trans-stereochemistry was found in all products.
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页码：320 / 327
页数：8
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