Highly efficient chemoenzymatic syntheses of trans-2-aminocyclopentanol derivatives

A novel and efficient chemoenzymatic protocol for the preparation of both enantiomers of trans-2-aminocyclopentanol is described. The key steps of this strategy are the synthesis and subsequent Burkholderia cepacia lipase-catalyzed resolution of the racemic precursor trans-2-(diallylamino)cyclopentanol. In addition, a variety of diversely substituted derivatives are prepared from the enantiopure compounds isolated in the biotransformation by means of simple protection–deprotection reactions.