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Macrocyclization via rhodium-catalyzed intramolecular 2 + 2 + 2 annulation of triynes has been explored in an aqueous-organic biphasic system. The biphasic system controls the concentration of hydrophobic substrates in the aqueous reaction phase and offers diluted reaction conditions without the use of a slow addition technique. The system also achieves selective cross-annulation between hydrophobic diynes and hydrophilic alkynes.
Kinoshita et al. (Wed,) studied this question.