A Straightforward Preparation of Chiral 5-(Aminomethyl)oxazole Derivatives from α-Amino Esters and α-Lithiated Isocyanides

Masashi OHBA; Hiroyuki KUBO; Shigeki SETO; Tozo FUJII; Hiroyuki ISHIBASHI

doi:10.1248/cpb.46.860

Masashi OHBA, Hiroyuki KUBO, Shigeki SETO, Tozo FUJII, Hiroyuki ISHIBASHI

Author information

Keywords: (aminomethyl)oxazole, chiral synthesis, isocyanide α-metalated, α-amino ester, enantiomeric purity

JOURNAL FREE ACCESS

1998 Volume 46 Issue 5 Pages 860-862

DOI https://doi.org/10.1248/cpb.46.860

Details

Abstract

An efficient and general preparation of several chiral N-protected 5-(aminomethyl)oxazoles has been accomplished by treatment of N-protected α-amino esters with α-lithiated isocyanides, obtained by metalation of methyl and benzyl isocyanides with BuLi or of ethyl isocyanide with lithium diisopropylamide.

Corresponding author

Register with J-STAGE for free!