Folded biomimetic oligomers for enantioselective catalysis.

ABSTRACT: Many naturally occurring biopolymers (i.e., proteins, RNA, DNA) owe their unique properties to their well-defined three-dimensional structures. These attributes have inspired the design and synthesis of folded architectures with functions ranging from molecular recognition to asymmetric catalysis. Among these are synthetic oligomeric peptide ("foldamer") mimics, which can display conformational ordering at short chain lengths. Foldamers, however, have not been explored as platforms for asymmetric catalysis. This report describes a library of synthetic helical "peptoid" oligomers that enable enantioselective transformations at an embedded achiral catalytic center, as illustrated by the oxidative kinetic resolution of 1-phenylethanol. In an investigation aimed at elucidating key structure-fu

SUBMITTER: Maayan G 

PROVIDER: S-EPMC2728953 | biostudies-literature | 2009 Aug

REPOSITORIES: biostudies-literature