Silicon- and tin-based cuprates: now catalytic in copper!
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!
Weickgenannt
Andreas
A
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany.
Oestreich
Martin
M
D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012825:Silicon / Q000737:chemistry*; D013237:Stereoisomerism; D014001:Tin / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry
D009942:Organometallic Compounds; D014001:Tin; D002244:Carbon; D003300:Copper; D015032:Zinc; D012825:Silicon