Tetrahedron p. 16553 - 16564 (1997)
Update date:2022-08-25
Topics:
Gilbert, Eric J.
Ziller, Joseph W.
Van Vranken, David L.
The inter- and intramolecular dimerization of 3-substituted indoles was studied. The rate and extent of dimerization depends on the indole substituents. The intramolecular dimerization of unsymmetrical bis-1,2-(3-indolyl)ethanes could be controlled using either thermodynamic reaction conditions (neat trifluoroacetic acid) or kinetic conditions (2 equiv acid/chloroform). This control of regiochemistry has been applied to an efficient synthesis of (-)- tjipanazole F1.
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