Iridium-catalyzed asymmetric difunctionalization of C–C σ-bonds enabled by ring-strained boronate complexes

HC Shen, MV Popescu, ZS Wang… - Journal of the …, 2023 - ACS Publications
Enantioenriched organoboron intermediates are important building blocks in organic
synthesis and drug discovery. Recently, transition metal-catalyzed enantioselective 1, 2 …

How to make C–N bonds using boronic acids and their derivatives without transition metals

S Roscales, AG Csáky - Chemical Society Reviews, 2020 - pubs.rsc.org
This tutorial review describes recent developments in carbon–nitrogen bond-forming
reactions (amination, amidation, nitration and nitrosation) that involve the use of boronic …

Merging Organocatalysis with 1, 2-Boronate Rearrangement: A Lewis Base-Catalyzed Asymmetric Multicomponent Reaction

HC Shen, VK Aggarwal - Journal of the American Chemical …, 2024 - ACS Publications
Catalytic asymmetric multicomponent 1, 2-boronate rearrangements provide a practical
approach for synthesizing highly valuable enantioenriched boronic esters. When applied to …

Synergistic hydrocobaltation and borylcobaltation enable regioselective migratory triborylation of unactivated alkenes

Y Zhao, S Ge - Angewandte Chemie International Edition, 2022 - Wiley Online Library
The structural diversity of sp3‐triorganometallic reagents enhances their potentiality in the
modular construction of molecular complexity in chemical synthesis. Despite significant …

Electrophilic Fluorination of Alkenes via Bora‐Wagner–Meerwein Rearrangement. Access to β‐Difluoroalkyl Boronates

Q Wang, M Biosca, F Himo… - Angewandte Chemie …, 2021 - Wiley Online Library
The electrophilic fluorination of geminal alkyl substituted vinyl‐Bmida derivatives proceeds
via bora‐Wagner–Meerwein rearrangement. According to DFT modelling studies this …

Fluorination of organoboron compounds

G Pattison - Organic & Biomolecular Chemistry, 2019 - pubs.rsc.org
Methods for the fluorination of organoboron compounds are described. This review will
cover the fluorination of aromatic and aliphatic systems using both electrophilic and …

Stereospecific and Regioselective Synthesis of E-Allylic Alcohols through Reductive Cross Coupling of Terminal Alkynes

AB Shaff, L Yang, MT Lee, G Lalic - Journal of the American …, 2023 - ACS Publications
We have developed a convergent method for the synthesis of allylic alcohols that involves a
reductive coupling of terminal alkynes with α-chloro boronic esters. The new method affords …

Photo-induced trifunctionalization of bromostyrenes via remote radical migration reactions of tetracoordinate boron species

C Li, S Liao, S Chen, N Chen, F Zhang, K Yang… - Nature …, 2022 - nature.com
Tetracoordinate boron species have emerged as radical precursors via deboronation by
photo-induced single electron transfer (SET) pathway. These reactions usually produce an …

Ring-expansion induced 1, 2-metalate rearrangements: highly diastereoselective synthesis of cyclobutyl boronic esters

DP Hari, JC Abell, V Fasano… - Journal of the American …, 2020 - ACS Publications
The broad synthetic utility of organoboron compounds stems from their ready ability to
undergo 1, 2-migrations. Normally, such shifts are induced by α-leaving groups or by …

Regio-and stereoselective synthesis of Multi-Alkylated Allylic Boronates through three-component coupling reactions between allenes, alkyl halides, and a diboron …

Y Ozawa, K Endo, H Ito - Journal of the American Chemical …, 2021 - ACS Publications
Multisubstituted allylic boronates are attractive and valuable precursors for the rapid and
stereoselective construction of densely substituted carbon skeletons. Herein, we report the …