Enantioselective Reactions of Scalemic Acyclic α-(Alkoxy)alkyl- and α-(<i>N</i>-carbamoyl)alkylcuprates
作者:R. Karl Dieter、Rhett T. Watson、Rajesh Goswami
DOI:10.1021/ol036237s
日期:2004.1.1
[reaction: see text] Scalemic acyclic alpha-(alkoxy)alkyl- and alpha-(N-carbamoyl)alkylcuprates prepared from organostannanes via organolithium reagents react with vinyl iodides, propargyl mesylates, and alpha,beta-enones to afford coupled products with enantioselectivities ranging from 0 to 99% ee depending upon cuprate reagent, substrate structure, solvent, and temperature. In general, lithium cuprates
[反应:请参见文本]由有机锡烷酮通过有机锂试剂制备的无环α-(烷氧基)烷基-和α-(N-氨基甲酰基)烷基铜酸酯与乙烯基碘化物,炔丙基甲磺酸酯和α,β-烯酮反应,得到具有对映选择性的偶联产物范围从0到99%ee,具体取决于铜酸盐试剂,底物结构,溶剂和温度。通常,铜酸锂可提供较高的化学产率和较低的对映选择性,而相应的铜酸锌试剂的趋势则相反。