Asymmetric synthesis of axially chiral C− N atropisomers

P Rodríguez‐Salamanca, R Fernández… - … A European Journal, 2022 - Wiley Online Library
Molecules with restricted rotation around a single bond or atropisomers are found in a wide
number of natural products and bioactive molecules as well as in chiral ligands for …

Nonbiaryl and heterobiaryl atropisomers: molecular templates with promise for atropselective chemical transformations

E Kumarasamy, R Raghunathan, MP Sibi… - Chemical …, 2015 - ACS Publications
Chirality plays a crucial role in life-sustaining processes, and for this reason asymmetric
synthesis has been a central research theme in many research groups in the field of organic …

Atroposelective catalytic asymmetric allylic alkylation reaction for axially chiral anilides with achiral Morita–Baylis–Hillman carbonates

SL Li, C Yang, Q Wu, HL Zheng, X Li… - Journal of the American …, 2018 - ACS Publications
A highly efficient method to access axially chiral anilides through asymmetric allylic
alkylation reaction with achiral Morita–Baylis–Hillman carbonates by using a biscinchona …

Non‐biaryl atropisomers in organocatalysis

S Brandes, B Niess, M Bella, A Prieto… - … A European Journal, 2006 - Wiley Online Library
A new class of 6′‐hydroxy cinchona alkaloids, with a non‐biaryl atropisomeric
functionalisation at position 5′ of the quinoline core can be prepared by an easy amination …

Axial-to-central chirality transfer in cyclization processes

D Campolo, S Gastaldi, C Roussel… - Chemical Society …, 2013 - pubs.rsc.org
Substrates, bearing axial chirality, can cyclize intra-or inter-molecularly with concomitant
transfer of axial-to-central chirality to produce at least one stereocenter. In order to satisfy a …

Highly enantioselective synthesis of atropisomeric anilide derivatives through catalytic asymmetric N-arylation: conformational analysis and application to asymmetric …

O Kitagawa, M Yoshikawa, H Tanabe… - Journal of the …, 2006 - ACS Publications
In the presence of (R)-DTBM-SEGPHOS− Pd (OAc) 2 catalyst, N-arylation (aromatic
amination) of various o-tert-butylanilides with p-iodonitrobenzene proceeds with high …

A short total synthesis of (±)-epimeloscine and (±)-meloscine enabled by a cascade radical annulation of a divinylcyclopropane

H Zhang, DP Curran - Journal of the American Chemical Society, 2011 - ACS Publications
The first stereoselective synthesis of epimeloscine has been accomplished in 13 total steps
with a longest linear sequence of 10 steps. The core of the synthesis takes only five steps …

Atropisomerism in diarylamines: Structural requirements and mechanisms of conformational interconversion

R Costil, AJ Sterling, F Duarte… - Angewandte Chemie …, 2020 - Wiley Online Library
In common with other hindered structures containing two aromatic rings linked by a short
tether, diarylamines may exhibit atropisomerism (chirality due to restricted rotation). Previous …

N-Allylation of anilides with chiral palladium catalysts: the first catalytic asymmetric synthesis of axially chiral anilides

J Terauchi, DP Curran - Tetrahedron: Asymmetry, 2003 - Elsevier
The first catalytic asymmetric synthesis of axially chiral anilides has been carried out under
palladium-catalyzed allylation reaction conditions with chiral phosphine ligands. Allylation of …

Asymmetric synthesis of atropisomeric compounds with an N‒C chiral axis

I Takahashi, Y Suzuki, O Kitagawa - Organic Preparations and …, 2014 - Taylor & Francis
Biaryl atropisomeric compounds I such as BINOL and BINAP have been widely used as
chiral ligands in catalytic asymmetric reactions and optical resolution reagents (Figure 1). 1 …