Tetrahedron letters

Photochemical rearrangement of 2-phenylthio-1, 3-cyclohexanediols to deoxysugars. Application to a stereospecific synthesis of (+)-cis-rose oxide

D Gravel, J Bordeleau

Index: Gravel, Denis; Bordeleau, Josee Tetrahedron Letters, 1998 , vol. 39, # 44 p. 8035 - 8038

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Citation Number: 14

Abstract

The present paper reports the stereospecific synthesis of (+)-cis-rose oxide, the unnatural isomer of the fragrant oil isolated from Bulgarian roses and Bourbon geraniums. The synthesis serves to illustrate the potential of a new photochemical rearrangement of carbocycles to deoxysugars reported earlier.