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Stille Coupling

By: Josephine Nakhla, Chemfiles Volume 10 Article 4

The cross-coupling of organotins with organic electrophiles in the presence of a transition-metal catalyst (Scheme 2), remains one of the most viable methods for the formation of C–C bonds in organic chemistry, particularly with heterocyclic nucleophiles. The Stille reaction, like other commonly used cross-couplings, has been employed in methodology development, countless elegant natural product syntheses, and in materials science.

Scheme 2: The Stille reaction

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  1. Mascitti, Vincent. Stille coupling. Name Reactions for Homologations. John Wiley & Sons, Inc. (2009), (Pt. 1), 133–162.

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