An Organocatalytic Process for the Hydrolytic Cleavage of Dithianes Mediated by Imidazolium Ions: No Harsh Agents Required. Issue 1 (26th November 2014)

• Record Type: Journal Article
• Authors: Myles, Lauren; Gathergood, Nicholas; Connon, Stephen J.
• Is Part Of: European journal of organic chemistry. Issue 1(2015)
• Page Start: 188
• Page End: 194
• Publication Date: 2014-11-26
• Subjects: Organocatalysis -- Ionic liquids -- Hydrolysis -- Dithianes -- Thioacetals -- Aldehydes; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201402947
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A new, organocatalytic approach to the hydrolytic deprotection of dithianes has been developed involving a low‐toxicity imidazolium‐ion‐based catalyst in an aqueous medium. A complimentary solvent‐free method without added water and involving a sacrificial aldehyde is also reported. The catalyst does not appear to operate by a specific‐acid catalysis mechanism. Abstract : A new, organocatalytic approach to the hydrolytic deprotection of dithianes has been developed involving a low‐toxicity imidazolium‐ion‐based catalyst in an aqueous medium.