The shikimate pathway. Part 8. Synthesis of (-)-3(R)-amino- 4(R),5(R)-dihydroxy-1-cyclohexene-1-carboxylic acid: The 3(R)- amino analogue of (-)-shikimic acid

Article abstract of DOI:10.1016/0040-4020(96)00398-5

The first successful method for the introduction of nitrogenous functionality at C-3 of the shikimate nucleus has been developed and has allowed the synthesis of (-)-3(R)-amino-4(R),5(R)- dihydroxy-1-cyclohexene-1-carboxylic acid [the 3(R)-amino analogue of (-)-shikimic acid] in seven steps from the parent acid.