Time-dependent enantiodivergent synthesis via sequential kinetic resolution

HF Tu, P Yang, ZH Lin, C Zheng, SL You - Nature chemistry, 2020 - nature.com
The preparation of both enantiomers of chiral molecules is among the most fundamental
tasks in organic synthesis, medicinal chemistry and materials science. Achieving this goal …

Cooperative Palladium/Isothiourea Catalyzed Enantioselective Formal (3+ 2) Cycloaddition of Vinylcyclopropanes and α, β‐Unsaturated Esters

J Bitai, AJ Nimmo, AMZ Slawin… - Angewandte Chemie …, 2022 - Wiley Online Library
A protocol for the enantioselective synthesis of substituted vinylcyclopentanes has been
realised using cooperative palladium and isothiourea catalysis. Treatment of …

Isothiourea‐Catalyzed Atropselective Acylation of Biaryl Phenols via Sequential Desymmetrization/Kinetic Resolution

ES Munday, MA Grove, T Feoktistova… - Angewandte Chemie …, 2020 - Wiley Online Library
Axially chiral phenols are attractive targets in organic synthesis. This motif is central to many
natural products and widely used as precursors to, or directly, as chiral ligands and …

Isothiourea‐Catalysed Acylative Kinetic Resolution of Tertiary Pyrazolone Alcohols

MT Westwood, A Omar Farah, HB Wise… - Angewandte …, 2024 - Wiley Online Library
The development of methods for the selective acylative kinetic resolution (KR) of tertiary
alcohols is a recognised synthetic challenge with relatively few successful substrate classes …

Isothiourea‐Catalyzed Acylative Kinetic Resolution of Tertiary α‐Hydroxy Esters

S Qu, SM Smith, V Laina‐Martín… - Angewandte Chemie …, 2020 - Wiley Online Library
A highly enantioselective isothiourea‐catalyzed acylative kinetic resolution (KR) of acyclic
tertiary alcohols has been developed. Selectivity factors of up to 200 were achieved for the …

Kinetics and Mechanism of Azole n− π*-Catalyzed Amine Acylation

HJA Dale, GR Hodges… - Journal of the American …, 2023 - ACS Publications
Azole anions are highly competent in the activation of weak acyl donors, but, unlike neutral
(aprotic) Lewis bases, are not yet widely applied as acylation catalysts. Using a combination …

Isothiourea catalysis–new opportunities for asymmetric synthesis

AJ Nimmo, CM Young, AD Smith - … : New Strategies, Catalysts …, 2023 - Wiley Online Library
The use of chiral isothioureas to promote enantio‐and diastereoselective organocatalytic
transformations has rapidly developed in recent years. This chapter gives an overview of the …

Indirect tertiary alcohol enantiocontrol by acylative organocatalytic kinetic resolution

T Desrues, X Liu, JM Pons, V Monnier… - Organic …, 2021 - ACS Publications
The stereocontrol of tertiary alcohols represents a recurrent challenge in organic synthesis.
In the present paper, we describe a simple, efficient, and indirect method to …

Impact of the Difluoromethylene Group in the Organocatalyzed Acylative Kinetic Resolution of α, α‐Difluorohydrins

T Desrues, J Merad, D Andrei, J Pons… - Angewandte …, 2021 - Wiley Online Library
Due to the omnipresence of chiral organofluorine compounds in pharmaceutical,
agrochemical, and material chemistry, the development of enantioselective methods for their …

Horeau amplification in the sequential acylative kinetic resolution of (±)-1, 2-diols and (±)-1, 3-diols in flow

A Brandolese, MD Greenhalgh, T Desrues… - Organic & …, 2021 - pubs.rsc.org
The sequential acylative kinetic resolution (KR) of C2-symmetric (±)-1, 2-syn and (±)-1, 3-
anti-diols using a packed bed microreactor loaded with the polystyrene-supported …