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

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. (C) 1996 Elsevier Science Ltd