Publications related to Total Asymmetric Syntheses of beta-Hydroxy-delta-lactones via Umpolung with Sulfur Dioxide

Related publications (21)

Chalcogen bonding catalysis

Catalysts play a major role in chemical synthesis, and catalysis is considered to be a green and economic process. Catalysis is dominated by covalent interactions between the catalyst and substrate. The design of non-covalent catalysts came into limelight ...

Royal Society of Chemistry2024

Genomic insights into the coupling of a Chlorella-like microeukaryote and sulfur bacteria in the chemocline of permanently stratified Lake Cadagno

Christel Sybille Hassler

Meromictic Lake Cadagno is a permanently stratified system with a persistent microbial bloom within the oxic-anoxic boundary called the chemocline. The association between oxygenic and anoxygenic photosynthesis within the chemocline has been known for at l ...

SPRINGERNATURE2023

Visible-Light-Driven Catalytic Deracemization of Secondary Alcohols

Xile Hu, Zhikun Zhang

Deracemization of racemic chiral compounds is an attractive approach in asymmetric synthesis, but its development has been hindered by energetic and kinetic challenges. Here we describe a catalytic deracemization method for secondary benzylic alcohols whic ...

Wiley-VCH Verlag GmbH2021

Schiff base ligands derived from 1,2-bis(2 '-nitro-/amino-phenoxy)-3-R-benzene and 2-hydroxy-1-naphthaldehyde and their Cu/Zn(II) complexes: synthesis, characterization, X-ray structures and computational studies

Rosario Scopelliti

1,2-Bis(2'-nitrophenoxy)-3-R-benzenes {R = H (1), CH3 (2) and OCH3 (3)} have been prepared from the S-N-Ar reaction between 1-fluoro-2-nitrobenzene and 3-R-catechol (aromatic diol), and are then reduced to the corresponding diamines 1,2-bis(2'-aminophenoxy ...

ROYAL SOC CHEMISTRY2021

Active sulfur cycling in the terrestrial deep subsurface

Rizlan Bernier-Latmani, Manon Frutschi, Emma Bell

The deep terrestrial subsurface remains an environment where there is limited understanding of the extant microbial metabolisms. At Olkiluoto, Finland, a deep geological repository is under construction for the final storage of spent nuclear fuel. It is th ...

2020

Evaluation of materials for iodine and technetium immobilization through sorption and redox-driven processes

Wendy Lee Queen, Daniel Teav Sun

Radioactive iodine-129 (I-129) and technetium-99 (Tc-9(9)) pose a risk to groundwater due to their long half-lives, toxicity, and high environmental mobility. Based on literature reviewed in Moore et al. (2019) and Pearce et aL (2019), natural and engineer ...

ELSEVIER2020

Chiral Cyclopentadienyl Ligands: Design, Syntheses, and Applications in Asymmetric Catalysis

Ana Garcia Herraiz, Nicolai Cramer, Benoît Daniel Bertrand Audic, Josep Más-Roselló, Aragorn Nathan Laverny

The creation of new chiral ligands capable of providing high stereocontrol in metal-catalyzed reactions is crucial in modern organic synthesis. The production of bioactive molecules as single enantiomers is increasingly required, and asymmetric catalysis w ...

Wiley-VCH Verlag GmbH2021

Accessible Superchiral Near-Fields Driven by Tailored Electric and Magnetic Resonances in All-Dielectric Nanostructures

Hatice Altug, Andreas Tittl, Yasaman Jahani, Kosmas Tsakmakidis, Ershad Mohammadi

Detection and differentiation of enantiomers in small quantities are crucially important in many scientific fields, including biology, chemistry, and pharmacy. Chiral molecules manifest their handedness in their interaction with the chiral state of light ( ...

AMER CHEMICAL SOC2019

Organic-sulfur poisoning of solid oxide fuel cell operated on bio-syngas

Jan Van Herle, Christian Ludwig, Stefan Diethelm, Hossein Madi

This study experimentally analyzes the performance and degradation issues of an anode supported (AS) Ni-YSZ solid oxide fuel cell exposed to thiophene (C4H4S). The impact of this organic sulfur compound on the performance of SOFC Ni-YSZ anodes is reported ...

Elsevier2016

Enantioselective Synthesis of Polycyclic Carbocycles via an Alkynylation-Allylation-Cyclization Strategy

Jérôme Waser, Pascal Miéville, Maria Victoria Vita

A new general three-stage strategy to access polycyclic ring systems bearing all-carbon quaternary centers with high enantioselectivity is reported. The required starting materials were readily accessed in racemic form through the alpha-alkynylation of ket ...

American Chemical Society2014

Sulfur containing organic compounds in the raw producer gas of wood and grass gasification

Christian Ludwig, Tilman J. Schildhauer

The detailed description of gas streams in biomass gasification plants is necessary for the correct design and operation of these units. Sulfur containing compounds are usually present in biomass gasification gas, since sulfur is typically found in the fee ...

Elsevier2014

Synthesis of (E,Z)-1-Alkoxy-3-acyloxy-2-methylpenta-1,3-dienes via Danishefsky-Type Dienes or O-Acylation of Enones

Pierre Vogel, Maris Turks, Claudia Jana Exner

1-Alkoxy-2-methyl-3-acyloxy-(E,E)-penta-1,3-dienes have been prepared applying among others a modified Danishefsky's general method, including chiral, racemic, and achiral derivatives. ...

2009

Sulfur as pollutant species on the cathode side of a SOFC system

Jan Van Herle, Aïcha Hessler-Wyser, Josef Andreas Schuler

Sulfur poisoning in a strontium doped lanthanum cobaltite (LSC) cathode current collection layer was revealed in a solid oxide fuel cell (SOFC) tested in repeat-element and stack configuration. Sources of sulfur contamination, other than trace SOx in air, ...

2009

Studying sulfur functional groups in Norway spruce year rings using S L-edge total electron yield spectroscopy

Christian Ludwig, Rudolf Paul Wilhelm Jozef Struis

Profiles of the major sulfur functional groups in mature Norway spruce wood tissue have been established for the first time. The big challenge was the development of a method suitable for sulfur speciation in samples with very low sulfur content (

Elsevier2008

Total asymmetric synthesis of glycomimetics and polypropionates of biological interest

Pierre Vogel

Using readily available chiral auxiliaries such as (+)- and (-)-camphanic acid, (R,R)- and (S,S)-tartaric acid derivatives (e.g. RADO(R)-COCl, SADO(R)-COCl) efficient diastereoselective syntheses of rare sugars and glycomimetics have been developed. They e ...

2008

The bora-ene reaction of sulfur dioxide and prop-2-ene-1-boronic esters. New route to sulfoxides

Pierre Vogel, Maris Turks

A new one-pot synthesis of sulfoxides is presented. It involves the bora-ene reaction of sulfur dioxide and prop-2-ene-1-boronic esters, giving mixed anhydrides of sulfinic and boric acids. The latter react chemoselectively at the sulfur center with Grigna ...

Elsevier2006

Total asymmetric synthesis of advanced polyketide fragments of apoptolidinone and rectricticin using new organic chemistry of sulfur dioxide

Cotinica Craita

Under appropriate conditions sulfur dioxide reacts with 1,3-dienes in a hetero-Diels-Alder fashion. In the case of 1-alkoxy-1,3-dienes the 6-alkoxy-3,6-dihydro-1,2-oxathiin-2-oxides (sultines) so-obtained can be ionized in the presence of Lewis or protic a ...

EPFL2006

Enantiopure helical (supra)molecular arrays containing lanthanides : design, synthesis and properties

Marco Antonio Lama

The diastereoselective synthesis of chiral coordination compounds with d metals proved the effectiveness of the pinene-bipyridine approach in predetermining the chirality at the metal centre. The strong Lewis acidic character of lanthanide cations required ...

EPFL2006

Expeditious asymmetric synthesis of a stereoheptad corresponding to the C(19)-C(27)-ansa chain of rifamycins: Formal total synthesis of Rifamycin S

Pierre Vogel, Maris Turks, Xiaogen Huang

In the presence of sulfur dioxide and an acid promoter, (-)-(1E,3Z)-2-methyl-1-((1S)-1-phenyleth- oxy)penta-1,3-dien-3-yl isobutyrate reacts with (Z)-3-(trimethylsilyloxy)-pent-2-ene giving a silyl sulfinate intermediate that undergoes, in the presence of ...

2005

One-pot synthesis of 1-aryl-3-methyl-1,3-dienes using methallyl(trimethyl)silane and aldehydes and their low temperature (Z)->(E) isomerization induced by sulfur dioxide

Pierre Vogel

2-Methylprop-2-ene-1-sulfonyl fluorides can be easily prepared via the ene reaction of methallylsilanes and SO2. In the presence of a base, aldehydes and 2-methylprop-2-ene-1-sulfonyl fluorides give 1.3-(E) and (Z)-dienes. Their (Z) --> (E) isomerization b ...

2005