Chemistry Journal of Moldova

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

Author(s):

Veaceslav Kulciţki, Tatiana Sîrbu, Nicon Ungur


Field: Natural product chemistry and synthesis
Type: Short communication
Issue: 2011 Volume 6, no.1
Pages: 110-112
Keywords:

terpenoids, homodrimane, epoxide, rearrangement, hydrindane.


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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2011.06(1).02

Graphical 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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