ASYMMETRIC SYNTHESES WITH CATALYTIC ENANTIOSELECTIVE METAL CARBENE TRANSFORMATIONS

被引：15

作者：

DOYLE, MP

机构：

[1] Department of Chemistry, Trinity University, San Antonio, 78212, Texas

来源：

RUSSIAN CHEMICAL BULLETIN | 1994年 / 43卷 / 11期

关键词：

ASYMMETRIC CATALYSIS; METAL CARBENE TRANSFORMATIONS; DIRHODIUM(II) CARBOXAMIDES; ENANTIOSELECTIVE INTRAMOLECULAR CYCLOPROPANATION; ENANTIOSELECTIVE INERTMOLECULAR CYCLOPROPENATION; ENANTIOSELECTIVE INTRAMOLECULAR CARBON-HYDROGEN INSERTION; DIAZOACETATES AND DIAZOACETAMIDES; DIASTEREOSELECTION; REGIOSELECTION; LACTONE SYNTHESIS; LACTAM SYNTHESIS; 2-DEOXYXYLOLACTONE SYNTHESIS;

D O I：

10.1007/BF00696300

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Asymmetric catalysis of metal carbene transformations with unique chiral dirhodium(II) carboxamides provides highly enantioselective and diastereoselective syntheses via cyclopropanation, cyclopropenation, and carbon-hydrogen insertion reactions of diazoesters and diazoamides. Constructed from a dirhodium(II) core with bridging pyrrolidone, oxazolidinone, or imidazolidinone ligands, these catalysts are especially effective for intramolecular transformations that occur in high yield with greater than 90 % enantiomeric excess (ee) and high diastereocontrol.

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页码：1770 / 1782

页数：13

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