In 2017,Wang, Lu; Zhang, Tao; Sun, Wei; He, Zeyu; Xia, Chungu; Lan, Yu; Liu, Chao published 《O Functionalization of α-Oxyboronates: A Deoxygenative gem-Diborylation and gem-Silylborylation of Aldehydes and Ketones》.Journal of the American Chemical Society published the findings.COA of Formula: C13H26B2O4 The information in the text is summarized as follows:
A deoxygenative gem-diborylation and gem-silylborylation of aldehydes and ketones is described. The key for the success of this transformation is the base-promoted C-O bond borylation or silylation of the generated α-oxyboronates. Exptl. and theor. studies exhibit that the C-O bond functionalization proceeds via an intramol. five-membered transition-state, boryl migration followed by a 1,2-metalate rearrangement with OBpin as a leaving group. The transformation occurs with an inversion on the C center. Direct conversion of aldehydes and ketones to gem-diboron compounds was achieved by combining Cu catalysis with this base-promoted C-OBpin borylation. Various aldehydes and ketones were deoxygenatively gem-diborylated. Gem-Silylborylation of aldehydes and ketones were achieved by a stepwise operation, in which B2pin2 initially react with those carbonyls followed by a silylation with Bpin-SiMe2Ph. In addition to this study using Bis[(pinacolato)boryl]methane, there are many other studies that have used Bis[(pinacolato)boryl]methane(cas: 78782-17-9COA of Formula: C13H26B2O4) was used in this study.
Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.COA of Formula: C13H26B2O4
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts