期刊文献+

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

Optically Active Chiral Auxiliary Benzyloxyphenylglycinol for Preparation of Oxazolidine and Its Derivatives
下载PDF
导出
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. 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.
出处 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2005年第4期476-479,共4页 高等学校化学研究(英文版)
基金 SupportedbyJilinProvincialFundforYoungTalentedScientists(No.20010105)andChangchunDiscoverySciences,Ltd.
关键词 Chiral auxiliary p-Benzyloxyphenylglycinol Grignard addition Oxazolidine Asymmetric synthesis Chiral auxiliary, p-Benzyloxyphenylglycinol, Grignard addition, Oxazolidine, Asymmetric synthesis
  • 相关文献

参考文献10

  • 1Kirchhoff J. H., Lormann M. E. P., Brse S., Proceedings in the Fifth International Electronic Conference on Synthetic Organic Chemistry(ECSOC-5), www.mdpi.org/ecsoc-5, 2001 被引量:1
  • 2Ager D. J., Prakash I., Schaad D. R., Chem. Rev., 1996, 96, 835 被引量:1
  • 3Cohen N., Lopresti R. J., Neukon C., et al., J. Org. Chem., 1980, 45, 582 被引量:1
  • 4Rawson D. J., Meyers A. I., J. Org. Chem., 1991, 56, 2292 被引量:1
  • 5Pridgen L. N., Mokhallalati M. K., Wu M. J., J. Org. Chem., 1992, 57, 1237 被引量:1
  • 6Carroll F. I., Bai X., Dehghani A., et al., J. Med. Chem., 1999, 42, 4621 被引量:1
  • 7Brenner M., Huber W., Helv. Chim. Acta, 1953, 36, 1109 被引量:1
  • 8Tarbell D. S., Proc. Natl. Acad. Sci. USA, 1972, 69, 730 被引量:1
  • 9Seki H., Koga K., Matsuo H., et al., Chem. Pharm. Bull., 1965, 13, 995 被引量:1
  • 10Meyers A. I., Brown J. D., Laucher D., Tetrahedron Lett., 1987, 28, 5283 被引量:1

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部