Asymmetric darzens condensation of ketones with α-chloroacetates by means of (–)-8-phenylmenthyl auxiliary
Asymmetric darzens condensation of ketones with α-chloroacetates by means of (–)-8-phenylmenthyl auxiliary
复制标题
酮与 α-氯乙酸酯通过 (–)-8-苯基薄荷基助剂进行不对称 darzens 缩合
DOI：
10.1039/cc9960002411
复制
发表时间：
1996
影响因子：
4.9
通讯作者：
Y. Hiraga
中科院分区：
文献类型：
--
作者：
K. Ohkata;J. Kimura;Y. Shinohara;Ryukichi Takagi;Y. Hiraga
对称和不对称酮与 (–)-8-苯基薄荷基 α-氯乙酸酯的 Darzens 缩合非对映选择性地生成 77-94% de 的缩水甘油酯；产物的立体化学[(2R,3R)构型]可以根据开放过渡态模型中的π-π相互作用来理解。
The Darzens condensation of symmetric and unsymmetric ketones with (–)-8-phenylmenthyl α-chloroacetate diastereoselectively affords glycidic esters in 77–94% de; the stereochemistry [(2R,3R) configuration] of the product is understandable in terms of π–π interaction in the open transition state model.