AgSbF6-Catalyzed anti-Markovnikov hydroboration of terminal alkynes?

Chemical Communications Pub Date: 2018-12-21 DOI: 10.1039/C8CC07499B

Abstract

AgSbF6-Catalyzed anti-Markovnikov addition of pinacolborane (HBpin) to terminal alkynes to produce the E-vinylboronates is reported. This efficient methodology is scalable, compatible with sterically and electronically diverse alkynes, and works at room temperature under solvent-free condition. The utility of this method is demonstrated in the facile synthesis of the clinically important (E)-2,4,3′,5′-tetramethoxystilbene.

Graphical abstract: AgSbF6-Catalyzed anti-Markovnikov hydroboration of terminal alkynes
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