TY - JOUR AU - Chen, Yi-Hung; Ellwart, Mario; Malakhov, Vladimir; Knochel, Paul TI - Solid Organozinc Pivalates: A New Class of Zinc Organometallics with Greatly Enhanced Air- and Moisture-Stability SN - 0039-7881 SN - 1437-210X PY - 2017 JO - Synthesis JF - Synthesis LA - EN VL - 49 IS - 15 SP - 3215 EP - 3223 ET - 2017/05/29 DA - 2017/07/19 KW - zinc KW - magnesium KW - cross-coupling KW - transition metal KW - metalation AB - Organozinc species are powerful reagents for performing carbon–carbon and carbon–heteroatom bond-forming reactions in the presence of a transition-metal catalyst. However, extended applications of zinc reagents have been hampered by their moderate air- and moisture­-stability. This short review presents our recent developments on the preparation of solid aryl, benzyl, heteroaryl, allyl zinc pivalates and zinc amide enolate reagents with greatly enhanced stability toward to air and moisture.1 Introduction2 Preparation of Organozinc Pivalates2.1 Using Organic Halides as Substrates2.2 Using a Directed Metalation on Functionalized Arenes and Heteroarenes2.3 Preparation of Solid Allylic Zinc Pivalates3 General Reactivity Patterns of Organozinc Pivalates3.1 General Aspects3.2 Transition-Metal-Catalyzed Cross-Couplings3.3 Other Carbon–Carbon Bond-Forming Reactions Using Organozinc Pivalates3.4 Preparation and Reactions of Solid, Salt-Stabilized Zinc Amide Enolates as New, Convenient Reformatsky Reagents4 Conclusion PB - © Georg Thieme Verlag DO - 10.1055/s-0036-1588843 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0036-1588843 ER -