Synthesis of an optically active template for 4'-substituted nucleoside analogs via chromium carbene complex photochemistry

被引:24
作者
Reed, AD [1 ]
Hegedus, LS [1 ]
机构
[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
关键词
D O I
10.1021/om970069o
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Procedures for the efficient synthesis and handling of [ethoxy((benzyloxy)methyl)carbene]pentacarbonylchromium(0) have been developed. Photolysis in the presence of the optically active ene carbamate 12 followed by Baeyer-Villiger oxidation and oxazolidinone elimination gave (R)-(+)-5-ethoxy-5-((benzyloxy)methyl)-2(5H)-furanone in good yield and with high enantiomeric purity. This compound provides a potential template for the synthesis of 4'-substituted nucleoside analogs.
引用
收藏
页码:2313 / 2317
页数:5
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