A practical chemo-enzymatic synthesis of homochiral bicyclo[2.2.2]octane-2,5-dione

Yunfei Luo; Andrew J Carnell

doi:10.1021/jo9023705

A practical chemo-enzymatic synthesis of homochiral bicyclo[2.2.2]octane-2,5-dione

J Org Chem. 2010 Mar 19;75(6):2057-60. doi: 10.1021/jo9023705.

Authors

Yunfei Luo¹, Andrew J Carnell

Affiliation

¹ Department of Chemistry, University of Liverpool, Liverpool L69 7ZD, UK.

PMID: 20151711
DOI: 10.1021/jo9023705

Abstract

A practical synthetic route for the preparation of chiral bicyclo[2.2.2]octane-2,5-dione, the precursor of useful chiral diene ligands, was realized via Diels-Alder reaction and resolution of an enol acetate derivative by immobilized lipases.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Bridged Bicyclo Compounds / chemical synthesis
Bridged Bicyclo Compounds / chemistry*
Combinatorial Chemistry Techniques
Molecular Structure
Octanes / chemistry*
Stereoisomerism

Substances

Bridged Bicyclo Compounds
Octanes
bicyclo(2.2.2)octane-2,5-dione
octane