Publication

Noniterative approach to the total asymmetric synthesis of 15-carbon polyketides and analogs with high stereodiversity

Related publications (8)

Asymmetric Synthesis of Enantioenriched Zigzag-Type Molecular Belts by Kinetic Resolution and Subsequent Transformations

Asymmetric synthesis of enantioenriched zigzag-type molecular belts featuring copper/H8-binaphthol-catalyzed kinetic resolution of a resorcinarene derivative and subsequent transformations was developed. The acquired rigid and C4-symmetric belt exhibited r ...

2023

Catalytic Enantioselective Ring-Opening Reactions of Cyclopropanes

Jérôme Waser, Bastian Antoine Rodolphe Claude Muriel, Vincent Géry C Pirenne

This review describes the development of enantioselective methods for the ring opening of cyclopropanes. Both approaches based on the reaction of nonchiral cyclopropanes and (dynamic) kinetic resolutions and asymmetric transformations of chiral substrates ...

2021

Palladium-Catalyzed Functionalization of Olefins and Alkynes: From Oxyalkynylation to Tethered Dynamic Kinetic Asymmetric Transformations (DYKAT)

Jérôme Waser, Stefano Nicolai, Bastian Antoine Rodolphe Claude Muriel, Ugo Jonathan Orcel, Mikus Purins, Phillip Gulliver Dominic Greenwood, Luca Buzzetti

This review presents an account of the palladium-catalyzed functionalizations of alkenes and alkynes developed at the Laboratory of Catalysis and Organic Synthesis (LCSO). Starting from the intramolecular oxy- and aminoalkynylation of alkenes, tethered met ...

2020

Catalytic Enantioselective α-Ketol Rearrangement

Qian Wang, Hua Wu, Jieping Zhu, Rémi Julien Sylvain Andres

A highly enantioselective a-ketol rearrangement has been developed. In the presence of a chiral Cu-bisoxazoline complex, achiral b-hydroxy-a-dicarbonyls were isomerized to chiral a-hydroxy-b-dicarbonyls and their bicyclic derivatives in excellent yields an ...

Wiley-VCH Verlag GmbH2019

Racemization of undesired enantiomers: Immobilization of mandelate racemase and application in a fixed bed reactor

Production of optically pure products can be based on simple unselective synthesis of racemic mixtures combined with a subsequent separation of the enantiomers; however, this approach suffers from a 50% yield limitation which can be overcome by racemizatio ...

Wiley-V C H Verlag Gmbh2016

Lack of Enantioselectivity in the SULT1A3-catalyzed Sulfoconjugation of Normetanephrine Enantiomers: An In Vitro and Computational Study

Sandrine Gerber, Jean-Baptiste Gualtierotti

(1R)-Normetanephrine is the natural stereoisomeric substrate for sulfotransferase 1A3 (SULT1A3)-catalyzed sulfonation. Nothing appears known on the enantioselectivity of the reaction despite its potential significance in the metabolism of adrenergic amines ...

Wiley-Blackwell2013

Le réarrangement [1,2] de Wittig : contribution à l'étude de son mécanisme et de ses applications

Frédéric Bailly

The importance of catalysis in chemistry has not to be proved anymore. Be it homogeneous or heterogeneous catalysis, the constant progresses observed in that field proves its obvious interest. The asymmetric homogeneous catalysis is a method of choice to s ...

EPFL2005

New developments on silyl 2-alkenyl sulfinates and their applications to the asymmetric synthesis of polypropionate fragments

Xiaogen Huang

Sulphur dioxide reacts with 1-oxydienes generating zwitterions which are quenched by enoxysilanes to form substituted silyl alkenylsulfinates. These intermediates are desilylated with Bu4NF and the resulting sulfinates react with MeI giving the correspondi ...

EPFL2004