Work

1,3‐Allylic Strain as a Strategic Diversification Element for Constructing Libraries of Substituted 2‐Arylpiperidines

Year: 2011

Type: article

Abstract: Flipping diversity: Minimization of 1,3-allylic strain (A1, 3 strain) is a recurring element in the design of a stereochemically and spatially diverse collection of 2-arylpiperidines. A1, 3 strain guides the regioselective addition of nucleophiles and N-substituents leverage A1, 3 strain to direct each stereoisomer to two different conformer populations, thus doubling the number of library members.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201007133

Authors: Thomas C. Coombs, Gerald H. Lushington, Justin Douglas, Jeffrey Aubé

Institution: University of Kansas

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Award: Center of Excellence in Chemical Methodologies and Library Development