Influences of catalyst configuration and catalyst loading on selectivities in reactions of diazoacetamides. Barrier to equilibrium between diastereomeric conformations

被引:34
作者
Doyle, MP [1 ]
Hu, WH
Wee, AGH
Wang, ZY
Duncan, SC
机构
[1] Univ Arizona, Dept Chem, Tucson, AZ 85721 USA
[2] Univ Regina, Dept Chem, Regina, SK S4S 0A2, Canada
关键词
D O I
10.1021/ol027157b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Stereoelectronic factors present a barrier to equilibrium between diastereomeric conformations resulting in differences in selectivity as a function of catalyst configuration. The bis(trimethylsilyl)-methyl protective group is inert to insertion but directs carbon-hydrogen insertion with enhanced enantiocontrol.
引用
收藏
页码:407 / 410
页数:4
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