Synthesis of enantioenriched α-heteroatom functionalised aldehydes by chiral organocatalysis and their synthetic applications

PJ Chevis, SG Pyne - Organic Chemistry Frontiers, 2021 - pubs.rsc.org
Asymmetric organocatalysis has proven to be one of the most versatile methods for the
enantioselective α-functionalisation of aldehydes. Initially pioneered by the report of an L …

Selection of cost-effective yet chemically diverse pathways from the networks of computer-generated retrosynthetic plans

T Badowski, K Molga, BA Grzybowski - Chemical science, 2019 - pubs.rsc.org
As the programs for computer-aided retrosynthetic design come of age, they are no longer
identifying just one or few synthetic routes but a multitude of chemically plausible syntheses …

Catalytic enantioselective construction of quaternary stereocenters by direct vinylogous Michael addition of deconjugated butenolides to nitroolefins

MS Manna, V Kumar, S Mukherjee - Chemical Communications, 2012 - pubs.rsc.org
A direct vinylogous Michael reaction of γ-substituted deconjugated butenolides with
nitroolefins has been developed with the help of a newly identified quinine-derived …

Dimeric TADDOL phosphoramidites in asymmetric catalysis: domino deracemization and cyclopropanation of sulfonium ylides

S Klimczyk, A Misale, X Huang… - Angewandte Chemie …, 2015 - Wiley Online Library
A gold‐catalyzed asymmetric cyclopropanation of unactivated olefins with sulfonium ylides
in the presence of a bimetallic catalyst with a novel dimeric TADDOL‐phosphoramidite …

Enantioselective, Catalytic One‐Pot Synthesis of γ‐Butyrolactone‐Based Fragrances

C Kumru, T Classen, J Pietruszka - ChemCatChem, 2018 - Wiley Online Library
Herein the preparative (1 g scale), stereoselective syntheses of various alkyl‐substituted γ‐
butyrolactone fragrances 1 is described. The α, β‐unsaturated γ‐keto esters 2 as starting …

Nonracemic γ‐Lactones from the Sharpless Asymmetric Dihydroxylation of β, γ‐Unsaturated Carboxylic Esters

M Neumeyer, R Brückner - European Journal of Organic …, 2016 - Wiley Online Library
Since Sharpless' discovery of the asymmetric dihydroxylation of C= C double bonds in the
late 1980s this reaction has become a powerful tool of synthetic organic chemistry. As a …

Asymmetric synthesis of trans-4, 5-disubstituted γ-butyrolactones involving a key allylboration step. First access to (−)-nicotlactone B and (−)-galbacin

S Henrion, A Macé, MM Vallejos, T Roisnel… - Organic & …, 2018 - pubs.rsc.org
An efficient asymmetric synthesis of trans-4, 5-disubstituted γ-butyrolactones from aldehydes
and enantioenriched γ-carbamate alkenylboronates is reported. The cornerstone of this …

Aminooxylation Horner–Wadsworth–Emmons Sequence for the Synthesis of Enantioenriched γ-Functionalized Vinyl Sulfones

W Doherty, P Evans - The Journal of Organic Chemistry, 2016 - ACS Publications
An operationally simple protocol for the synthesis of γ-hydroxy vinyl sulfones has been
developed using a proline-based aldehyde aminooxylation, followed by a vinyl sulfone …

[HTML][HTML] On-Resin Selenopeptide Catalysts: Synthesis and Applications of Enzyme-Mimetic Reactions and Cyclization of Unsaturated Carboxylic Acids

M Iwaoka, Y Maese, K Abe - Molecules, 2025 - mdpi.com
Selenium reagents are useful for selenoenzyme-mimicking reactions, as well as for organic
synthesis. However, the reaction waste containing selenium frequently smells unpleasant …

Asymmetric synthesis of (+)-stagonolide C and (−)-aspinolide A via organocatalysis

AM Shelke, V Rawat, G Suryavanshi, A Sudalai - Tetrahedron: Asymmetry, 2012 - Elsevier
A new enantioselective synthesis of two important fungal metabolites,(+)-stagonolide C and
(−)-aspinolide A, has been described from readily available raw materials. Proline catalyzed …