Silicon- and tin-based cuprates: now catalytic in copper!

Chemistry : a European Journal
Andreas Weickgenannt, Martin Oestreich

Abstract

Silicon- and tin-containing molecules are versatile building blocks in organic synthesis. A stalwart method for their preparation relies on the stoichiometric use of silicon- and tin-based cuprates, although a few copper(I)-catalyzed or even copper-free protocols have been known for decades. In this Concept, we describe our efforts towards copper(I)-catalyzed carbon--silicon and also carbon--tin bond formations using soft bis(triorganosilyl) and bis(triorganostannyl) zinc reagents as powerful sources of nucleophilic silicon and tin. Conjugate addition, allylic substitution, and carbon--carbon multiple bond functionalization is now catalytic in copper!

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Citations

Aug 6, 2010·Chemistry : a European Journal·Alexandre WelleOlivier Riant
Oct 26, 2011·Chemistry : a European Journal·Christian KleebergMartin Oestreich
Aug 28, 2014·Angewandte Chemie·Elise RomainAlejandro Perez-Luna
Feb 4, 2014·Chemistry : a European Journal·Sébastien VercruysseOlivier Riant
May 13, 2015·Chemistry : a European Journal·Alexander Hensel, Martin Oestreich
Apr 20, 2016·Organic Letters·Carolin FoppAlejandro Perez-Luna
Jan 12, 2010·Chemical Communications : Chem Comm·Devendra J Vyas, Martin Oestreich
Nov 21, 2012·Chemical Reviews·Martin OestreichMarius Mewald
Mar 23, 2011·Organic Letters·Devendra J VyasMartin Oestreich
Jul 27, 2011·Organic Letters·Devendra J VyasMartin Oestreich
Jun 8, 2021·Chemical Science·Scott C CosteDanna E Freedman
Sep 10, 2010·The Journal of Organic Chemistry·Devendra J VyasMartin Oestreich
Jan 7, 2011·Journal of the American Chemical Society·Peng WangTeck-Peng Loh
Dec 13, 2018·Organic Letters·Liangliang Zhang, Martin Oestreich

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