Secondary Alkyl Halides in Transition-Metal-Catalyzed Cross-Coupling Reactions

被引:679
作者
Rudolph, Alena [1 ]
Lautens, Mark [1 ]
机构
[1] Univ Toronto, Dept Chem, Davenport Chem Labs, Toronto, ON M5S 3H6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
alkyl halides; cobalt; cross-coupling; iron; nickel; ARYL GRIGNARD-REAGENTS; POSSESSING BETA-HYDROGENS; HECK-TYPE REACTION; 6-HALO-1-HEXENE DERIVATIVES; ORGANIC HALIDES; ORGANOMETALLIC COMPOUNDS; RADICAL CYCLIZATION; PALLADIUM CATALYSTS; OXIDATIVE ADDITION; ROOM-TEMPERATURE;
D O I
10.1002/anie.200803611
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enormous effort has gone into the development of metal-catalyzed cross-coupling reactions with alkyl halides as electrophilic coupling partners. Whereas a wide array of primary alkyl halides can now be used effectively in cross-coupling reactions, the synthetic potential of secondary alkyl halides is just beginning to be revealed. This Mini-review summarizes selected examples of the use of secondary alkyl halides as electrophiles in cross-coupling reactions. Emphasis is placed on the transition metals employed, the mechanistic pathways involved, and implications in terms of the stereochemical outcome of reactions. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2656 / 2670
页数:15
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