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Stereoselective Heck Reactions with Vinyl Sulfoxides, Sulfides and Sulfones

Bachmann, Daniel G. and Wittwer, Christopher C. and Gillingham, Dennis G.. (2013) Stereoselective Heck Reactions with Vinyl Sulfoxides, Sulfides and Sulfones. Advanced Synthesis and Catalysis, 355 (18). pp. 3703-3707.

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Official URL: http://edoc.unibas.ch/dok/A6223563

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Abstract

We report the Heck cross-coupling of notoriously unreactive, but synthetically valuable olefins: vinyl sulfoxides, vinyl sulfones, and vinyl sulfides. Key findings include the importance of the sterically hindered (tri-tert-butyl)phosphine ligand and the unique effectiveness of triethylamine as the base. The method is general, E-selective, and can be used to synthesize disubstituted or trisubstituted olefins through simple adjustments of stoichiometry.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Organische Chemie (Gillingham)
UniBasel Contributors:Gillingham, Dennis
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Wiley
ISSN:1615-4150
e-ISSN:1615-4169
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:17 Mar 2017 13:25
Deposited On:27 Feb 2014 15:46

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