HIGHLY ENANTIOSELECTIVE SYNTHESIS OF<i>ANTI</i>(<i>THREO</i>)-ALDOLS BY THE ASYMMETRIC ALDOL REACTION UTILIZING A CHIRAL AZAENOLATE
作者:Koichi Narasaka、Tetsuo Miwa
DOI:10.1246/cl.1985.1217
日期:1985.8.5
Diastereo- and enantioselectivealdolreaction between 3-pentanone and aldehydes is achieved utilizing a chiral oxazolidine derived from 3-pentanone and chiral norephedrine. The reaction of a tin(II) azaenolate generated from the chiral oxazolidine with aldehydes affords predominantly anti(threo)-aldols of high enantiomeric purity.
利用衍生自 3-戊酮和手性去甲麻黄碱的手性恶唑烷实现 3-戊酮和醛之间的非对映选择性和对映选择性羟醛反应。由手性恶唑烷生成的锡 (II) 氮杂烯醇化物与醛的反应主要提供高对映体纯度的抗 (苏式)-羟醛。
NARASAKA, KOICHI, PURE AND APPL. CHEM., 1985, 57, N 12, 1883-1886