Toward an Asymmetric General Access to Azabicyclo[n.2.1]alkanes According to the CN(R,S) Method

Abstract

According to the CN(R,S) strategy, a general method for the synthesis of azabicyclo[n.2.1]alkanes of type 4 was described starting from the 2-cyano-5-oxazolopyrrolidine 5. A Mannich-type cyclization allowed an asymmetric access to potent nicotinic acetylcholine receptor agonists like epibatidine 1, ferruginine 2 and anatoxine-a 3. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)