Affiliation: | 1.Institute of Pharmaceutical Chemistry, University of Szeged,Hungary;2.Research Group for Structural Chemistry and Spectroscopy, Hungarian Academy of Sciences and Institute of General and Inorganic Chemistry, E?tv?s Lóránd University,Budapest,Hungary |
Abstract: | Summary. All-endo-3-amino-5-hydroxybicyclo[2.2.1]heptane-2-carboxylic acid and two epimers of 3-amino-6-hydroxybicyclo[2.2.1]heptane-2-carboxylic acid were prepared via 1,3-oxazine or γ-lactone intermediates by the stereoselective functionalization of endo-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxylic acid derivatives. Their structures were proved by IR and NMR spectroscopy, with the use of HMQC, HMBC, DEPT, and DIFFNOE techniques. |