Ru-catalyzed hydroboration of ynones leads to a nontraditional mode of reactivity

Q Feng, S Li, Z Li, Q Yan, X Lin, L Song… - Journal of the …, 2022 - ACS Publications
Although hydroboration of simple ketones and alkynes have been well-established, little is
known about the unique hydroboration reactivity for ynones, a family of important building …

Borane-Catalyzed C(sp3)–F Bond Arylation and Esterification Enabled by Transborylation

DR Willcox, GS Nichol, SP Thomas - ACS Catalysis, 2021 - ACS Publications
The activation and functionalization of carbon–fluorine bonds represent a significant
synthetic challenge, given the high thermodynamic barrier to C–F bond cleavage …

Copper (I)‐BOX Catalyzed Asymmetric 3‐Component Reaction for the Synthesis of Trifluoromethylated Propargylic Ethers and Anilines

NP Ramirez, J Waser - Angewandte Chemie, 2023 - Wiley Online Library
An asymmetric 3‐component reaction between EthynylBenziodoXoles (EBXs), 2, 2, 2‐
trifluorodiazoethane and nucleophiles catalyzed by a CuI‐BOX (Bisoxazoline) catalyst is …

Borane-Catalyzed, Chemoselective Reduction and Hydrofunctionalization of Enones Enabled by B–O Transborylation

K Nicholson, T Langer, SP Thomas - Organic letters, 2021 - ACS Publications
The use of stoichiometric organoborane reductants in organic synthesis is well established.
Here these reagents have been rendered catalytic through an isodesmic B–O/B–H …

A Boron-Nitrogen Double Transborylation Strategy for Borane-Catalyzed Hydroboration of Nitriles

S Pradhan, RV Sankar… - The Journal of Organic …, 2022 - ACS Publications
Organoborane-catalyzed hydroboration of nitriles provides N, N-diborylamines, which act as
efficient synthons for the synthesis of primary amines and secondary amides. Known nitrile …

Diastereoselective, Catalytic Access to Cross‐Aldol Products Directly from Esters and Lactones

A Moreno González, K Nicholson… - Angewandte Chemie …, 2022 - Wiley Online Library
High oxidation‐state carbonyl coupling partners including esters and lactones were reacted
with enones to give aldol‐type products directly using two‐fold organoborane catalysis. This …

Boron-Catalyzed, Diastereo-and Enantioselective Allylation of Ketones with Allenes

K Nicholson, Y Peng, N Llopis, DR Willcox… - ACS …, 2022 - ACS Publications
The diastereo-and enantioselective allylation of ketones remains a synthetic challenge, with
transition metal catalysis offering the most applied methods. Here, a boron-catalyzed …

Aluminium‐Catalyzed C (sp)− H Borylation of Alkynes

DR Willcox, DM De Rosa, J Howley, A Levy… - Angewandte …, 2021 - Wiley Online Library
Historically used in stoichiometric hydroalumination chemistry, recent advances have
transformed aluminium hydrides into versatile catalysts for the hydroboration of unsaturated …

Transborylation-Enabled Boron Catalysis

AD Bage, K Nicholson, TA Hunt, T Langer… - Synthesis, 2023 - thieme-connect.com
This review highlights transborylation (controlled boron-boron exchange) and its
applications as a turnover strategy in boron-catalysed methodologies. Catalytic applications …

The entropic penalty for associative reactions and their physical treatment during routine computations

J Ariai, U Gellrich - Physical Chemistry Chemical Physics, 2023 - pubs.rsc.org
A systematic study of the entropic penalty for associative reactions is presented. It is shown
that computed solution-phase Gibbs free energies typically overestimate entropic …