Stannatrane information

This article is narrowly written. relies excessively on references to primary sources. Please improve this article is narrowly written. by adding secondary or tertiary sources. Find sources: "Stannatrane" – news · newspapers · books · scholar · JSTOR (April 2017) (Learn how and when to remove this message)

A stannatrane (IUPAC: 1-aza-5-stannabicyclo[3.3.3]undecane) is a tin-based atrane belonging to the larger class of organostannanes. Though the term stannatrane is often used to refer to the more commonly employed carbastannatrane, azastannatranes have also been synthesized (prefix refers to the identity of the atom bound directly to tin center).^[1] Stannatrane reagents offer highly selective methods for the incorporation of "R" substituents in complex molecules for late-stage diversification. These reagents differ from their tetraalkyl organostannane analogues in that there is no participation of dummy ligands in the transmetalation step, offering selective alkyl transfer in Stille Coupling reactions.^[2][3][4] These transmetalating agents are known to be air- and moisture-stable, as well as generally less toxic than their tetraalkyl counterparts.