Catalytic asymmetric transformations of oxa-and azabicyclic alkenes

SV Kumar, A Yen, M Lautens, PJ Guiry - Chemical Society Reviews, 2021 - pubs.rsc.org
Oxa-and azabicyclic alkenes can be readily activated by transition-metal complexes with
facial selectivity, because of the intrinsic reactivity of strained bicyclic structures …

Recent Advances on Diels‐Alder‐Driven Preparation of Bio‐Based Aromatics

JMJM Ravasco, RFA Gomes - ChemSusChem, 2021 - Wiley Online Library
The preparation of high value‐added chemicals from renewable resources is a crucial
approach towards a sustainable economy. One prominent alternative to the production of …

Mechanistic Details of Asymmetric Bromocyclization with BINAP Monoxide: Identification of Chiral Proton-Bridged Bisphosphine Oxide Complex and Its Application to …

K Yamashita, R Hirokawa, M Ichikawa… - Journal of the …, 2022 - ACS Publications
The mechanism of our previously reported catalytic asymmetric bromocyclization reactions
using 2, 2′-bis (diphenylphosphino)-1, 1′-binaphthyl (BINAP) monoxide was examined in …

Valorization of 2, 5-furandicarboxylic acid. Diels–Alder reactions with benzyne

EM Serum, S Selvakumar, N Zimmermann, MP Sibi - Green Chemistry, 2018 - pubs.rsc.org
Biomass-derived 2, 5-furandicarboxylic acid was valorized by conversion to 1, 4-
naphthalenedicarboxylic acid via benzyne-cycloaddition and reductive aromatization in 66 …

Switchable chemoselective aryne reactions between nucleophiles and pericyclic reaction partners using either 3-methoxybenzyne or 3-silylbenzyne

H Tan, S Yu, X Yuan, L Chen, C Shan, J Shi… - Nature …, 2024 - nature.com
Arynes are known to serve as highly reactive benzene-based synthons, which have gained
numerous successes in preparing functionalized arenes. Due to the superb electrophilic …

Rhodium(I)/Zn(OTf)2‐Catalyzed Asymmetric Ring Opening/Cyclopropanation of Oxabenzonorbornadienes with Phosphorus Ylides

T Chen, L Gan, R Wang, Y Deng, F Peng… - Angewandte …, 2019 - Wiley Online Library
The strong binding ability of P‐ylides with transition metals limits the utilization of stabilized
P‐ylide as nucleophiles in asymmetric organometallic catalysis. Herein we describe the first …

Desymmetrization of achiral heterobicyclic alkenes through catalytic asymmetric hydrophosphination

A Sadeer, YJ Ong, T Kojima, CQ Foo… - Chemistry–An Asian …, 2018 - Wiley Online Library
Asymmetric addition of diarylphosphines to oxa‐and azabicyclic alkenes proceeded in the
presence of a chiral phosphapalladacycle catalyst and a mild acid at room temperature to …

Rhodium‐Catalyzed Parallel Kinetic Resolution of Racemic Internal Allenes Towards Enantiopure Allylic 1, 3‐Diketones

LJ Hilpert, B Breit - Angewandte Chemie International Edition, 2019 - Wiley Online Library
A rare case of a parallel kinetic resolution of racemic 1, 3‐disubstituted allenes by means of
a rhodium‐catalyzed addition to 1, 3‐diketones furnishing enantiopure allylic 1, 3‐diketones …

Intramolecular Palladium-Catalyzed Ring Opening of Oxabenzonorbornadienes with C1-Tethered Aryl Halides

S Koh, A Pounder, E Brown, W Tam - Organic letters, 2020 - ACS Publications
The novel intramolecular ring opening of oxabenzonorbornadienes with C1-tethered aryl
halides was investigated using palladium catalysts to form fused tetracyclic frameworks. The …

Activation of allylic esters in an intramolecular vinylogous kinetic resolution reaction with synergistic magnesium catalysts

D Li, Y Yang, M Zhang, L Wang, Y Xu, D Yang… - Nature …, 2020 - nature.com
Kinetic resolution (KR) of racemic starting materials is a powerful and practical alternative to
prepare valuable enantiomerically enriched compounds. A magnesium-catalyzed kinetic …