The assignment of the configuration for α-hydroxy acid esters using a CEC strategy
The assignment of the configuration for α-hydroxy acid esters using a CEC strategy
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使用 CEC 策略分配 α-羟基酸酯的构型
DOI：
10.1039/c6ob00927a
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发表时间：
2016-01-01
影响因子：
3.2
通讯作者：
Feng, Xiaoming
中科院分区：
文献类型：
--
作者：
Peng, Ruixue;Lin, Lili;Feng, Xiaoming
开发了一种简单有效的 H-1 NMR 方法，用于使用竞争性对映选择性转化 (CEC) 策略确定手性 α-羟基酸酯的绝对构型。 α-羟基酸酯在 Feng 的手性 N,N'-二氧化钪 (III) 络合物的存在下被酰化，并且通过对反应混合物进行 NMR 分析而无需进一步纯化，发现当手性 α-羟基酸酯的一种对映体用配体的两种对映体处理时，反应速度更快。提供助记符以帮助分配基板的绝对配置。
A simple and efficient H-1 NMR method for determining the absolute configuration of chiral a-hydroxy acid esters using a competing enantioselective conversion (CEC) strategy was developed. The a-hydroxy acid esters were acylated in the presence of Feng's chiral N,N'-dioxide-scandium(III) complex, and the faster reaction was identified when one enantiomer of the chiral a-hydroxy acid ester was treated with both enantiomers of the ligand by NMR analysis of the reaction mixture without further purification. A mnemonic is presented to aid the assignment of the absolute configuration of the substrates.