Continuous flow asymmetric synthesis of chiral active pharmaceutical ingredients and their advanced intermediates

SB Ötvös, CO Kappe - Green Chemistry, 2021 - pubs.rsc.org
Catalytic enantioselective transformations provide well-established and direct access to
stereogenic synthons that are broadly distributed among active pharmaceutical ingredients …

Asymmetric synthesis with silicon‐based bulky amino organocatalysts

LW Xu, L Li, ZH Shi - Advanced Synthesis & Catalysis, 2010 - Wiley Online Library
Recent years have witnessed an explosive growth in the field of amino organocatalysis,
especially in asymmetric enamine and iminium catalysis. Except for the obvious interaction …

Telescoped continuous flow synthesis of optically active γ-nitrobutyric acids as key intermediates of baclofen, phenibut, and fluorophenibut

SB Ötvös, P Llanes, MA Pericàs, CO Kappe - Organic letters, 2020 - ACS Publications
The two-step flow asymmetric synthesis of chiral γ-nitrobutyric acids as key intermediates of
the GABA analogues baclofen, phenibut, and fluorophenibut is reported on a multigram …

Stereoselective organic reactions promoted by immobilized chiral catalysts in continuous flow systems

A Puglisi, M Benaglia, V Chiroli - Green chemistry, 2013 - pubs.rsc.org
The immobilization of the catalyst on a support with the aim of facilitating the separation of
the product from the catalyst, and thus the recovery and recycling of the latter, can be …

A general approach for preparation of polymer-supported chiral organocatalysts via acrylic copolymerization

TE Kristensen, K Vestli, MG Jakobsen… - The Journal of …, 2010 - ACS Publications
Polymer-supported chiral organocatalysts, as well as most other forms of immobilized
catalysts, are traditionally prepared by a postmodification approach where modified catalyst …

Polymer‐supported chiral organocatalysts: synthetic strategies for the road towards affordable polymeric immobilization

TE Kristensen, T Hansen - European Journal of Organic …, 2010 - Wiley Online Library
In this microreview, we highlight the field of polymer‐supported organocatalysis, especially
immobilized enamine and iminium organocatalysts. We try to formalize the overall synthetic …

Biocatalytic asymmetric Michael additions of nitromethane to α, β-unsaturated aldehydes via enzyme-bound iminium ion intermediates

C Guo, M Saifuddin, T Saravanan, M Sharifi… - ACS …, 2019 - ACS Publications
The enzyme 4-oxalocrotonate tautomerase (4-OT) exploits an N-terminal proline as main
catalytic residue to facilitate several promiscuous C–C bond-forming reactions via enzyme …

Multigram-scale flow synthesis of the chiral key intermediate of (−)-paroxetine enabled by solvent-free heterogeneous organocatalysis

SB Ötvös, MA Pericàs, CO Kappe - Chemical Science, 2019 - pubs.rsc.org
The catalytic enantioselective synthesis of the chiral key intermediate of the antidepressant
(−)-paroxetine is demonstrated as a continuous flow process on multi-gram scale. The …

Catalytic enantioselective flow processes with solid‐supported chiral catalysts

C Rodríguez‐Escrich, MA Pericàs - The Chemical Record, 2019 - Wiley Online Library
Sustainability concerns are the wind in the sails for the development of novel, more selective
catalytic processes. Hence, chiral catalysts play a crucial role in the green production of …

Using mutability landscapes of a promiscuous tautomerase to guide the engineering of enantioselective Michaelases

JY van der Meer, H Poddar, BJ Baas, Y Miao… - Nature …, 2016 - nature.com
The Michael-type addition reaction is widely used in organic synthesis for carbon–carbon
bond formation. However, biocatalytic methodologies for this type of reaction are scarce …