1-Amino-2-oxo-3-oxabicyclo[3.1.0]hexane (2,3-methanohomoserine lactone), a conformationally constrained amino acid
Abstract
A rapid high yielding synthesis of N-t-butoxycarbonyl-1-amino-2-oxo-3-oxabicyclo[3.1.0]hexane is described; the synthesis relies on an intramolecular carbenoid reaction of an appropriate malonate derivative followed by Curtius degradation to give the unprotected amino group.