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A reductive cross‐coupling reaction between aromatic aldehydes and arylnitriles using a copper catalyst and a silylboronate as a reductant is reported. This protocol represents an unprecedented approach to the chemoselective synthesis of α‐hydroxy ketones by electrophile–electrophile cross‐coupling. [ABSTRACT FROM AUTHOR]

The scope of the copper-catalyzed coupling reactions between organoboron compounds and allylic phosphates is expanded significantly by employing triphenylphosphine as a ligand for copper, allowing the use of secondary alkylboron compounds. The reaction proceeds with complete γ- E-selectivity and preferential 1,3- syn stereoselectivity. The reaction of γ-silicon-substituted allylic phosphates affords enantioenriched α-stereogenic allylsilanes. [ABSTRACT FROM AUTHOR]

A versatile route to trisubstituted alkenylstannanes is presented. The alkyl and Sn moieties were introduced at the β and α carbon atoms of alkynoates, respectively, in a formal syn addition mode with complete regioselectivity (see scheme). A variety of functional groups were tolerated in the alkylboranes and alkynoates. [ABSTRACT FROM AUTHOR]

A copper-catalyzed γ-selective allyl-alkyl coupling between γ-silylated allylic phosphates and alkylboron compounds (alkyl- 9-BBN, prepared by hydroboration of alkenes with 9-BBN-H) produced allylsilanes. The reaction tolerated various functional groups in both the alkylboranes and the allylic phosphates, and afforded functionalized allylsilanes. [ABSTRACT FROM AUTHOR]

An abstract of the study "Copper-Catalyzed Stereoselective Conjugate Addition of Alkylboranes to Alkynoates" by K. Nagao and colleagues is presented.

Utilisation of triphenylphosphine as a ligand allows for the coupling of alkyl-9-BBN derivatives with a variety of silicon- and non-silicon-containing cyclic and acyclic allylic (Z)-phosphates. [ABSTRACT FROM AUTHOR]