Kinetic Resolution of Racemic 2-Hydroxyamides Using a Diphenylacetyl Component as an Acyl Source and a Chiral Acyl-Transfer Catalyst
作者:Takatsugu Murata、Tatsuya Kawanishi、Akihiro Sekiguchi、Ryo Ishikawa、Keisuke Ono、Kenya Nakata、Isamu Shiina
DOI:10.3390/molecules23082003
日期:——
2-hydroxyamide derivatives are produced based on the kinetic resolution of racemic 2-hydroxyamides with a diphenylacetyl component and (R)-benzotetramisole ((R)-BTM), a chiral acyl-transfer catalyst, via asymmetric esterification and acylation. It was revealed that a tertiary amide can be used with this novel protocol to achieve high selectivity (22 examples; s-value reaching over 250). The resulting chiral
基于具有二苯基乙酰基组分的外消旋2-羟基酰胺和手性酰基转移催化剂(R)-苯并四咪唑((R)-BTM)的外消旋2-羟基酰胺的动力学拆分,通过不对称酯化和酰化反应,制备了各种旋光的2-羟基酰胺衍生物。揭示了叔酰胺可与该新颖方案一起使用以实现高选择性(22个实例; s值达到250以上)。所得到的手性化合物可以转化为其他有用的结构,同时保持它们的手性。