THE CATALYTIC ASYMMETRIC ALDOL REACTION OF SILYL KETENE ACETALS WITH ALDEHYDES IN THE PRESENCE OF A CHIRAL BORANE COMPLEX - NITROETHANE AS A HIGHLY EFFECTIVE SOLVENT FOR CATALYTIC CONDITIONS
THE CATALYTIC ASYMMETRIC ALDOL REACTION OF SILYL KETENE ACETALS WITH ALDEHYDES IN THE PRESENCE OF A CHIRAL BORANE COMPLEX - NITROETHANE AS A HIGHLY EFFECTIVE SOLVENT FOR CATALYTIC CONDITIONS
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DOI：
10.1016/s0040-4039(00)61236-4
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发表时间：
1992-08-18
影响因子：
1.8
通讯作者：
KUME, K
中科院分区：
文献类型：
--
作者：
KIYOOKA, S;KANEKO, Y;KUME, K
以（S）-缬氨酸的对硝基苯磺酰胺和BH_3·THF络合物为原料，在20 mol %的手性硼烷试剂存在下，催化甲硅烷基烯酮缩酮与醛的不对称羟醛缩合反应，在硝基乙烷为有效溶剂的条件下，以良好的化学产率沿着和优良的对映选择性合成了β-羟基羧酸酯。
Catalytic asymmetric aldol reaction of silyl ketene acetals with aldehydes in the presence of 20 mol % of the chiral borane reagent, prepared in situ from the p-nitrobenzenesulfonamide of (S)-valine and BH3.THF complex, gave beta-hydroxy carboxylic acid esters in good chemical yields along with excellent enantioselectivity under conditions that employ nitroethane as an effective solvent.