Hosomi—Miyaura borylation

Palladium-catalyzed reaction of aryl halides with diboron reagent to produce aryl-boronates. Also known as Hosomi-Miyaura borylation. 

A variant of these reactions was optimized based on the Hosomi-Miyaura borylation of a,P-unsaturated carbonyl compounds with nucleophilic boryl copper, providing 2-alkoxycarbonyl (as well as 2-acyl- and 2-cyano) allylboronates such as 40 in high stereoselectivity (Equation 22) [60]. The resulting 2-alkoxycarbonyl reagents react with aldehydes to provide a-methylene-y-butyrolactones. 

Ramachandran PV, Pratihar D, Biswas D, Srivastava A, Venkat Ram Reddy R. Novel functionalized trisubstituted aUylboronates via Hosomi—Miyaura borylation of functionalized allyl acetates. Org Lett. 2004 6 481-485. 

Scheme 3.76 Allylic boronates via Hosomi-Miyaura borylation.

A copper-catalyzed nucleophilic borylation of a,/3-unsaturated carbonyl compounds yielding /3-borylated carbonyl compounds in good yields has been simultaneously reported by Hosomi and coworkers [123] and Miyaura and coworkers... 

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