Synthesis of a C2-Symmetric Chiral Borinic Acid and Its Application in Catalytic Desymmetrization of 2,2-Disubstituted-1,3-Propanediols

J Song, WH Zheng - Journal of the American Chemical Society, 2023 - ACS Publications
Notwithstanding the common use of boronic acids in catalysis, the design and synthesis of
efficient chiral boronic acids remains a formidable challenge. Herein we disclose a rational …

Recent advances on Piancatelli reactions and related cascade processes

S Zhong, L Xu, Y Cai - Synthesis, 2021 - thieme-connect.com
The Piancatelli reaction, which is the rearrangement of 2-furylcarbinol to cyclopentenone,
involves a key furanoxonium ion intermediate and a furan ring opening-4π electrocyclization …

Brønsted Acid and H‐Bond Activation in Boronic Acid Catalysis

S Zhang, D Lebœuf, J Moran - Chemistry–A European Journal, 2020 - Wiley Online Library
Boronic acid catalysis has emerged as a mild method for promoting a wide variety of
reactions. It has been proposed that the mode of catalysis involves Lewis acid or covalent …

Convergent Azaspirocyclization of Bromoarenes with N-Tosylhydrazones by a Palladium Catalyst

A Yanagimoto, Y Uwabe, Q Wu, K Muto… - ACS …, 2021 - ACS Publications
1-Azaspirocyclic compounds have gained attention in chemistry and drug discovery fields. In
this manuscript, the development of a Pd-catalyzed dearomative azaspirocyclization of …

A Domino Aza-Piancatelli Rearrangement/Intramolecular Diels–Alder Reaction: Stereoselective Synthesis of Octahydro-1H-cyclopenta[cd]isoindole

S Gouse, NR Reddy, S Baskaran - Organic letters, 2019 - ACS Publications
For the first time, an efficient one-pot method for the construction of an angularly fused 5–6–
5 aza-tricyclic framework has been developed in a highly stereoselective manner. This …

Polyfluorinated arylboranes as catalysts in organic synthesis

NY Adonin, VV Bardin - Mendeleev Communications, 2020 - Elsevier
Polyfluorinated arylboranes as catalysts in organic synthesis Page 1 Focus Article, Mendeleev
Commun., 2020, 30, 262–272 – 262 – Mendeleev Communications © 2020 Mendeleev …

One-pot transformation of furans into 1-azaspirocyclic alkaloid frameworks induced by visible light

S Hoxha, D Kalaitzakis, A Bosveli, T Montagnon… - Organic …, 2021 - ACS Publications
High-value 1-azaspirocyclic scaffolds have been made from simple and readily accessible
furan precursors in a single operation. The protocol is a one-pot sequence using highly …

From 5-HMF to Novel Cyclopentenone-Based Aza Spirocycles: An Intramolecular Aza-Piancatelli Reaction in Action

M Larduinat, E Dokmak, C Verrier… - The Journal of …, 2024 - ACS Publications
With a double objective to upgrade biobased 5-HMF and to access to original spirocycles
via an intramolecular aza-Piancatelli reaction, a multistep sequence was designed toward …

Well‐Defined, Versatile and Recyclable Half‐Sandwich Nickelacarborane Catalyst for Selective Carbene‐Transfer Reactions

L Wang, S Perveen, Y Ouyang, S Zhang… - … A European Journal, 2021 - Wiley Online Library
Catalytic carbene‐transfer reactions constitute a class of highly useful transformations in
organic synthesis. Although catalysts based on a range of transition‐metals have been …

Calcium (II)‐Catalyzed Synthesis of Sulfoximinocyclopentenones

X Chen, C Bour, E Kolodziej, R Guillot… - Advanced Synthesis …, 2024 - Wiley Online Library
Abstract A series of 4‐sulfoximinocyclopent‐2‐en‐1‐ones was prepared in 35 to 99% yield
through a calcium (II)‐catalyzed aza‐Piancatelli reaction, including in enantioenriched form …