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STEREOCONTROLLED SYNTHESES OF HYDROXYLATED TRICYCLIC SYSTEMS BY A NEW ANNULATION OF 2-CYCLOHEXEN-1-ONE

MARSON, CM; BENZIES, DWM; HOBSON, AD; (1991) STEREOCONTROLLED SYNTHESES OF HYDROXYLATED TRICYCLIC SYSTEMS BY A NEW ANNULATION OF 2-CYCLOHEXEN-1-ONE. TETRAHEDRON , 47 (29) 5491 - 5506.

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Abstract

Tricyclic keto-diols have been synthesised by a three-step annulation procedure in which hydroxyenones, prepared by the coupling of 2-cyclohexen-1-one with aldehydes, are diastereoselectively epoxidised and the syn-epoxides cyclised with tin(IV) chloride. Kinetic resolution of the hydroxyenones was achieved by enantiomeric epoxidation.

Type:Article
Title:STEREOCONTROLLED SYNTHESES OF HYDROXYLATED TRICYCLIC SYSTEMS BY A NEW ANNULATION OF 2-CYCLOHEXEN-1-ONE
Keywords:EPOXIDATION
UCL classification:UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry

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