Abstract: | All-endo-3-amino-5-hydroxybicyclo2.2.1]heptane-2-carboxylic acid and two epimers of 3-amino-6-hydroxybicyclo2.2.1]heptane-2-carboxylic
acid were prepared via 1,3-oxazine or γ-lactone intermediates by the stereoselective functionalization of endo-3-aminobicyclo2.2.1]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. |