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LEWIS-ACID MEDIATED REACTIONS OF 2,3-EPOXYALCOHOLS - AN EFFICIENT STEREOCONTROLLED ROUTE TO POLYCYCLIC DIOLS

MARSON, CM; HARPER, S; WALKER, AJ; PICKERING, J; CAMPBELL, J; WRIGGLESWORTH, R; EDGE, SJ; (1993) LEWIS-ACID MEDIATED REACTIONS OF 2,3-EPOXYALCOHOLS - AN EFFICIENT STEREOCONTROLLED ROUTE TO POLYCYCLIC DIOLS. TETRAHEDRON , 49 (45) 10339 - 10354.

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Abstract

2,3-epoxyalcohols are shown to undergo stereoselective reactions in the presence of tin tetrachloride. The resulting diols when treated with acid are converted into polycyclic aromatic hydrocarbons or polycyclic ketones.

Type:Article
Title:LEWIS-ACID MEDIATED REACTIONS OF 2,3-EPOXYALCOHOLS - AN EFFICIENT STEREOCONTROLLED ROUTE TO POLYCYCLIC DIOLS
Keywords:HYDROXYLATED TRICYCLIC SYSTEMS, CARBONYL-COMPOUNDS, EPOXIDES, ALCOHOLS, 2-CYCLOHEXEN-1-ONE, REARRANGEMENTS, ANNULATION
UCL classification:UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry

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