Photocatalytic Synthesis of Oxetane Derivatives by Selective CH Activation. Issue 13 (20th June 2014)

• Record Type: Journal Article
• Authors: Ravelli, Davide; Zoccolillo, Matteo; Mella, Mariella; Fagnoni, Maurizio
• Is Part Of: Advanced synthesis & catalysis. Volume 356:Issue 13(2014)
• Page Start: 2781
• Page End: 2786
• Publication Date: 2014-06-20
• Subjects: Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201400027
• Languages: English
• ISSNs: 1615-4150

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>The selective C(<italic>sp</italic>³)H activation at position 2 in oxetanes has been accomplished by decatungstate photocatalysis under mild conditions. The resulting α‐oxy radicals were trapped by electron‐poor olefins resulting in the smooth preparation of 2‐substituted oxetanes. The chemoselectivity in hydrogen abstraction in substituted oxetanes containing other H donating groups, such as CH₂OH, CH₂OAc and CHO, has been demonstrated in intramolecular models.</p> <p> <boxed-text content-type="graphic" position="anchor" orientation="portrait"> <graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgh1c9js6r2" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /> </boxed-text> </p> </abstract>