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

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.

作 者： FU Ying-huan CHEN Jin WU Tong-hao BAI Xu   作者單位： The Center for Combinatorial Chemistry and Drug Discovery, Jilin University, Changchun 130012, P. R. China  刊 名： 高等學(xué)校化學(xué)研究（英文版）  ISTIC SCI 英文刊名： CHEMICAL RESEARCH IN CHINESE UNIVERSITIES  年，卷(期)： 2005 21(4)  分類號(hào)： O6  關(guān)鍵詞： Chiral auxiliary   p-Benzyloxyphenylglycinol   Grignard addition   Oxazolidine   Asymmetric synthesis  

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