 Jonathan D. Hargrave, Joseph C. Allen, Gabriele Kociok-Köhn, Gerwyn Bish, Christopher G. Frost* A new trick for an old dog: A Dieckmann-type cyclization was used to synthesize the title compounds with up to 96 % ee (see scheme; Bn=benzyl). The presence of a β coordinating functionality in the substrate induces a competition between cyclization and elimination pathways that is influenced by the nature of the chiral ligand. A mechanistic rationale is proposed to account for these observations. Online veröffentlicht, DOI: 10.1002/anie.200907067 |