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. Author manuscript; available in PMC: 2013 Sep 23.
Published in final edited form as: J Org Chem. 2010 Jul 16;75(14):4769–4777. doi: 10.1021/jo100718z

FIGURE 1.

FIGURE 1

Aza analogues of hypothetical acyclic and bridged carbocation/OPP− ion pairs 3A and 3B, respectively, proposed as intermediates in different mechanisms for squalene synthase-catalyzed formation of the three-membered ring of presqualene PP from two molecules of farnesyl PP (eq 2). R=homogeranyl.