By Knochel P.
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Extra resources for Applications I. Main Group Compounds in Organic Synthesis
1 Introduction Organomagnesium reagents are used widely in all fields of organic synthesis. The rapid growth of the chemistry of Grignard reagents during the last decade is mostly connected with the availability of new methods for their preparation which are compatible with the presence of the functional groups. ,) organometallic species allows a fine-tuning of their reactivity pattern. Here, we consider mainly reactions of organomagnesium compounds in the presence (or absence) of catalysts. Although the structure of organomagnesium species was investigated for many years, the application of modern techniques gave new data concerning their constitution in solid phase and THF solution2 and will not be emphasized herein.
Cross-coupling reactions of all kinds, allylic substitutions, and ring opening of aziridines will be considered in the section dedicated to substitution reactions, whereas carbomagnesiation and 1,4addition reactions will be discussed in the section dealing with addition reactions. Addition–elimination reactions will NR2 NR2 E+ RSMgCl MgCl OSO2Ar MgCl –78 °C to RT SR Me N SR E+ R2NMgCl Ar = 4-Cl-C6H4 E MgCl Ph E CHO CHO S N COPh S Br 83% Scheme 32 71% 75% 83% 43 44 Magnesium be discussed in the substitution section.
Org. Chem. 1996, 61, 4466. ; Reginato, G. J. Org. Chem. 1997, 62, 8557. ; Valacchi, M. J. Org. Chem. 2001, 66, 3201. ; Czira, G. Tetrahedron 2001, 57, 8173. 03 Magnesium P Knochel, A Gavryushin, A Krasovskiy, and H Leuser, Ludwig-Maximilians-Universita¨t, Munich, Germany ª 2007 Elsevier Ltd. All rights reserved. 1 Introduction Organomagnesium reagents are used widely in all fields of organic synthesis. The rapid growth of the chemistry of Grignard reagents during the last decade is mostly connected with the availability of new methods for their preparation which are compatible with the presence of the functional groups.
Applications I. Main Group Compounds in Organic Synthesis by Knochel P.