Organoboron alkyls

An alkyl- or alkenylboron compound, as a suitable organoboron component (a borane, boronic acid or ester) can be prepared through hydroboration of an... 

Zapf, A. Coupling of Aryl and Alkyl Halides With Organoboron Reagents (Suzuki Reaction). In Transition Metals for Organic Synthesis (2nd edn), Beller, M. Bolm, C. eds., 2004, 1, 211-229. Wiley-VCH Weinheim, Germany. (Review). 

Organoboration, of iminoboranes, 31 155-156 Organoboron alJcyls, 2 75 Organochromium alkyl compounds, 44 354-357 carbenes, 44 352-354 compounds, 44 344... 

Alkynals and alkynones have been alkylatively cyclized in a palladium(0)-catalysed trans-addition of organoboronic acids.349... 

Palladium-monophosphine complexes catalyse trans-selective arylative, alkenyla-tive, and alkylative cyclization reactions of alkynals [e.g. (68)] and alkynones with organoboronic reagents. These reactions afford six-membered allylic alcohols (69) (g) and/or their five-membered counterparts (70), whose ratios are dramatically affected... 

The Suzuki Coupling, which is the palladium-catalysed cross coupling between organoboronic acid and halides. Recent catalyst and methods developments have broadened the possible applications enormously, so that the scope of the reaction partners is not restricted to aryls, but includes alkyls, alkenyls and alkynyls. Potassium trifluoroborates and organoboranes or boronate esters may be used in place of boronic acids. Some pseudohalides (for example triflates) may also be used as coupling partners. 

The covalent C-B bonds of organoboronic acids and esters are very inert to ionic and radical reactions, thus allowing functionalization of remote sites other than the B-G bond (Equations (94)-(97)). Bulky diols such as pinacol have been used as the protecting group of B(OH)2 because of their high stability to nucleophiles and water and silica gel in amination of 316,474 hydroboration-amination of 317,475 Wittig reaction of 3 18,476 and oxidation-alkylation of 319.477... 

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