Cross-coupling reactions of organoboron compounds

Miyaura, N. Suzuki, A. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds, Chem. Rev. 1995, 95, 2457-2483. 

S. Suzuki, Cross-Coupling Reactions of Organoboron Compounds with Organic Halides, in Metal-catalyzed Cross-coupling Reactions (F. Diederich, P. J. Stang, Eds.), Wiley-VCH, Weinheim, 1998, 49-89. 

MiyauraN, Suzuki A (1995) Palladium-catalyzed cross-coupling reactions of organoboron compounds. Chem Rev 95 2457-2483... 

G. Cross-coupling Reactions of Organoboron Compounds in the Presence of Palladium Complexes... 

Oh-e, T., Miyaura, N., and Suzuki, A. (1993). Palladium-catalyzed cross-coupling reaction of organoboron compounds with organic triflates. J Org Chem 58 2201-2208. 

The cross-coupling reaction of organoboron compounds with organic halides or triflates proceeds selectively in the presence of a base, such as sodium or potassium carbonate, phosphate, hydroxide, and alkoxide [11, 45], The bases can be used in aqueous solution, or in suspension in dioxane or DMF. In contrast, the cross-coupling reaction with certain electrophiles, such as allylic acetates [45], 1,3-butadiene monoxide [49], and propargyl carbonates [50], occurs under neutral conditions without any assistance from a base. The transmetallation of organoboron compounds with palladium halides under basic or neutral conditions can be considered to involve three routes, 1, 2, and 3 (Schemes 2-18, 2-20, and 2-23, below). 

Suzuki, A. Cross-coupling reactions of organoboron compounds with organic halides. Metal-Catalyzed Cross-Coupling Reactions 1998,49-97. 

Miyaura, N., Suzuki, A. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds. Chem. Rev. 1995, 95, 2457-2483. Sammakia, T., Stangeland, E. L., Whitcomb, M. C. Total Synthesis of Caerulomycin C via the Halogen Dance Reaction. Org. Lett. 2002,4, 2385-2388. 

Miyaura, N. Cross-coupling reaction of organoboron compounds via base-assisted transmetalation to palladium " complexes. J. 

Quach, T. D., Batey, R. A. Ligand- and Base-Free Copper(ll)-Catalyzed C-N Bond Formation Cross-Coupling Reactions of Organoboron Compounds with Aliphatic Amines and Anilines. Org. Lett. 2003, 5, 4397-4400. 

Miyaura N (2004) Metal-catalyzed cross-coupling reactions of organoboron compounds with organic halides. In De Meijere A, Diederich F (eds) Metal-catalyzed cross-coupling reactions. Wiley-VCH, Weinheim, p 41... 

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