Solid Organozinc Pivalates: A New Class of Zinc Organometallics with Greatly Enhanced Air- and Moisture-Stability

被引：32

作者：

Chen, Yi-Hung ^{[1
]}

Ellwart, Mario ^{[1
]}

Malakhov, Vladimir ^{[1
]}

Knochel, Paul ^{[1
]}

机构：

[1] Ludwig Maximilians Univ Munchen, Dept Chem & Biochem, Butenandtstr 5-13, D-81377 Munich, Germany

来源：

SYNTHESIS-STUTTGART | 2017年 / 49卷 / 15期

关键词：

zinc; magnesium; cross-coupling; transition metal; metalation; CROSS-COUPLING REACTIONS; CARBON BOND FORMATION; CENTER-DOT-LICL; HIGHLY DIASTEREOSELECTIVE SYNTHESIS; ORGANIC HALIDES; GRIGNARD-REAGENTS; (HETERO)ARYLZINC REAGENTS; ORGANOBORON DERIVATIVES; SENSITIVE AROMATICS; CHIRAL IMINES;

D O I：

10.1055/s-0036-1588843

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 Introduction 2 Preparation of Organozinc Pivalates 2.1 Using Organic Halides as Substrates 2.2 Using a Directed Metalation on Functionalized Arenes and Heteroarenes 2.3 Preparation of Solid Allylic Zinc Pivalates 3 General Reactivity Patterns of Organozinc Pivalates 3.1 General Aspects 3.2 Transition-Metal-Catalyzed Cross-Couplings 3.3 Other Carbon-Carbon Bond-Forming Reactions Using Organozinc Pivalates 3.4 Preparation and Reactions of Solid, Salt-Stabilized Zinc Amide Enolates as New, Convenient Reformatsky Reagents 4 Conclusion

引用

页码：3215 / 3223

页数：9

共 86 条

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