Optically Active Chiral Auxiliary Benzyloxyphenylglycinol for Preparation of Oxazolidine and Its Derivatives

作     者：FUYing-huan CHENJin WUTong-hao BAIXu 

作者机构：TheCenterforCombinatorialChemistryandDrugDiscoveryJilinUniversityChangchun130012P.R.China 

出 版 物：《Chemical Research in Chinese Universities》 (高等学校化学研究（英文版）)

年 卷 期：2005年第21卷第4期

页      面：476-479页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：SupportedbyJilinProvincialFundforYoungTalentedScientists(No.20010105)andChangchunDiscoverySciences Ltd 

主　　题：Chiral auxiliary p-Benzyloxyphenylglycinol Grignard addition Oxazolidine Asymmetric synthesis 

摘      要：To investigate the recovery of amino alcohols as chiral auxiliaries, optically active p-benzyloxyphenylglycinol and its corresponding oxazolidine of 1-naphthylcarboxaldehyde were prepared. Grignard additions to the oxazolidine followed by electrophilic quench and acidic hydrolysis afforded an aldehyde(compound 8)(later it was reduced to an alcohol, compound 9) in an excellent enantiomeric excess and a good recovery of the chiral amino alcohol. This research provides a model study of chiral amino alcohols in solid phase asymmetric synthesis.