Ring Expansion of 3‐Oxetanone‐Derived Spirocycles: Facile Synthesis of Saturated Nitrogen Heterocycles1. Issue 45 (23rd September 2013)

• Record Type: Journal Article
• Authors: Ruider, Stefan A.; Müller, Steffen; Carreira, Erick M.
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 45(2013)
• Page Start: 11908
• Page End: 11911
• Publication Date: 2013-09-23
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201306563
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>One ring to bring them all</bold>: 4, 5‐Spirocycles derived from 3‐oxetanone and β‐heteroatom‐substituted amino compounds undergo a Lewis acid mediated reaction cascade to form saturated nitrogen heterocycles. The unique reactivity of 3‐oxetanone facilitates access to biologically important morpholines, piperazines, and thiomorpholines with an otherwise difficult‐to‐access substitution pattern from readily available starting materials.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t72qb6w" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>