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An efficient and diastereoselective method for the synthesis of (R)-1-ferrocenylethylamines and 1-ferrocenylethyl acetate

Journal Article


Abstract

  • The imine formed from 1-acetylferrocene and (R)-(+)-1-phenylethylamine undergoes a highly diastereoselective reduction with sodium borohydride to give, after a single recrystallisation, diastereoisomerically pure (R,R) amine (2a), which has been converted to (R)-(-)-1-ferrocenylethyl acetate in high optical purity (>98%).

Publication Date

  • 1990

Citation

  • David, D. M., Kane-Maguire, L. A. P., & Pyne, S. G. (1990). An efficient and diastereoselective method for the synthesis of (R)-1-ferrocenylethylamines and 1-ferrocenylethyl acetate. Journal of the Chemical Society, Chemical Communications, (12), 888-889. doi:10.1039/C39900000888

Scopus Eid

  • 2-s2.0-37049068654

Web Of Science Accession Number

Start Page

  • 888

End Page

  • 889

Issue

  • 12

Abstract

  • The imine formed from 1-acetylferrocene and (R)-(+)-1-phenylethylamine undergoes a highly diastereoselective reduction with sodium borohydride to give, after a single recrystallisation, diastereoisomerically pure (R,R) amine (2a), which has been converted to (R)-(-)-1-ferrocenylethyl acetate in high optical purity (>98%).

Publication Date

  • 1990

Citation

  • David, D. M., Kane-Maguire, L. A. P., & Pyne, S. G. (1990). An efficient and diastereoselective method for the synthesis of (R)-1-ferrocenylethylamines and 1-ferrocenylethyl acetate. Journal of the Chemical Society, Chemical Communications, (12), 888-889. doi:10.1039/C39900000888

Scopus Eid

  • 2-s2.0-37049068654

Web Of Science Accession Number

Start Page

  • 888

End Page

  • 889

Issue

  • 12