@article{33b75c1e2ee84d33a199ae0b5de0b345,
title = "Substituted α-Sulfur Methyl Carbanions: Effective Homologating Agents for the Chemoselective Preparation of β-Oxo Thioethers from Weinreb Amides",
abstract = "The proper generation of α-thiomethyllithium reagents via reductive lithiation or deprotonation followed by reaction with variously functionalized Weinreb amides represents an excellent method to access β-oxo thioethers. The procedure is adaptable to alkyl- or aryl- thiomethyllithium conjugates. It has the advantages of conceptual simplicity and versatility of the addn. of organometallics to Weinreb amides with the possibility to fully preserve the optical information contained in the starting materials.",
keywords = "Homologation, Lithiation, Weinreb amides, Sulfur, Ketones, SULFENYLATED CARBONYL-COMPOUNDS, CHLOROMETHYL ETHYL ETHER, EFFICIENT SYNTHESIS, LITHIUM CARBENOIDS, KETO THIOETHERS, STRAIGHTFORWARD ACCESS, ORGANIC-SYNTHESIS, HIGHLY EFFICIENT, BOND FORMATION, ISOCYANATES, REAGENTS, HALOMETHYLLITHIUMS, CATALYST",
author = "Raffaele Senatore and Laura Ielo and Ernst Urban and Wolfgang Holzer and Vittorio Pace",
note = "Funding Information: The authors thank the University of Vienna for generous support, MSc L. Urtis and MSc F. Patan{\`e} for experimental assistance, and MSc. D. Dobusch for HRMS analysis. R. S. acknowledges the OEAD for a predoctoral Ernst Mach grant. Publisher Copyright: {\textcopyright} 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2018",
month = jun,
day = "7",
doi = "10.1002/ejoc.201800095",
language = "English",
volume = "2018",
pages = "2466--2470",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "WILEY-V C H VERLAG GMBH",
number = "20-21",
}