ON THE PECULIARITIES OF THE RING CONTRACTION REACTIONS OF HOMODRIMANES VIA ACID MEDIATED EPOXIDE REARRANGEMENT

Kulciţki, Veaceslav;Sîrbu, Tatiana;Ungur, Nicon;
chemistry journal of moldova: general, industrial and ecological chemistry 2011 Vol. 6 pp. 110-112
107
kulciki2011onchemistry

Abstract

A selective rearrangement of a epoxy-homodrimanic substrate is described. Using fluorosulfonic acid at low temperature leads by ring contraction to a perhydrindanic structure. On the contrary, using boron trifluoride-diethyl ether at r.t. selectively brings about angular methyl migration.

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