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EFFICIENT ROUTES TO CYCLIC 2,3-EPOXYALCOHOLS FROM CYCLOALKENYL KETONES, VIA CYCLOALKENYL ALCOHOLS

MARSON, CM; WALKER, AJ; PICKERING, J; HARPER, S; WRIGGLESWORTH, R; EDGE, SJ; (1993) EFFICIENT ROUTES TO CYCLIC 2,3-EPOXYALCOHOLS FROM CYCLOALKENYL KETONES, VIA CYCLOALKENYL ALCOHOLS. TETRAHEDRON , 49 (45) 10317 - 10338.

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Abstract

The minimising of torsional strain and non-bonding interactions is proposed as the explanation of high diastereoselectivity observed in the epoxidation of cycloalkenyl alcohols. reported for twenty three examples. The resulting 2,3-epoxyalcohols are key intermediates in the synthesis of tricyclic 1, 2-diols and beta-hydroxy ketones

Type:Article
Title:EFFICIENT ROUTES TO CYCLIC 2,3-EPOXYALCOHOLS FROM CYCLOALKENYL KETONES, VIA CYCLOALKENYL ALCOHOLS
Keywords:SHARPLESS ASYMMETRIC EPOXIDATION, HYDROXYLATED TRICYCLIC SYSTEMS, STEREOCONTROLLED SYNTHESES, ALLYLIC ALCOHOLS, 2-CYCLOHEXEN-1-ONE, HYDROPEROXIDE, ANNULATION, CHAIN
UCL classification:UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry

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