2435-32-7Relevant articles and documents
Use of flash vacuum thermolysis in a stereocontrolled synthesis of optically active alkyl-substituted cyclopentenones with fragrant properties
Zwanenburg, Binne,Volkers, Andries A.,Klunder, Antonius J. H.
, p. 1234 - 1242 (2014/10/16)
The synthesis of four pairs of enantiopure antipodal substituted cyclopentenones is described. The synthetic sequences first comprise the preparation of a tricyclo[5.2.1.02,6]deca-4,8-dienone system, a subsequent kinetic enzymatic resolution of the appropriately functionalized tricyclic system, followed by a series of chemical transformations to install the desired substituents, and finally a retro Diels-Alder reaction using flash vacuum thermolysis to give the target products in high chemical and optical yields. The strategy makes effective use of the concept of transient chirality involving complete stereochemical control over reactions with the chiral tricyclic systems before thermal removal of the cyclopentadiene.
Polymer-supported Oxone and tert-butyl hydroperoxide: new reagents for the epoxidation of α,β-unsaturated aldehydes and ketones
Pourali, Ali Reza
experimental part, p. 113 - 115 (2010/06/19)
Efficient, mild and selective epoxidation of α,β-unsaturated aldehydes and ketones was performed using polyvinylpyrrolidonesupported Oxone (Oxone/PVP) and ButOOH/PVP.
Enantioselective total synthesis of epoxyquinone natural products (-)-phyllostine, (+)-epoxydon, (+)-epiepoxydon and (-)-panepophenanthrin: Access to versatile chiral building blocks through enzymatic kinetic resolution
Mehta, Goverdhan,Islam, Kabirul
, p. 7683 - 7687 (2007/10/03)
A new enzyme mediated protocol to access versatile chiral building blocks for the synthesis of epoxyquinone natural products is delineated. Total syntheses of (-)-phyllostine, (+)-epoxydon, (+)-epiepoxydon and (-)-panepophenanthrin have been accomplished to demonstrate the efficacy of this approach.
