Oxetanes: Recent Advances in Synthesis, Reactivity and Medicinal Chemistry
File(s)acs%2Echemrev%2E6b00274.pdf (9.26 MB) MS Oxetanes CHEM REV v2.pdf (7.74 MB)
Published version
Accepted version
Author(s)
Bull, JA
Croft, RA
Davis, OA
Doran, R
Morgan, KF
Type
Journal Article
Abstract
The 4-membered oxetane ring has been increasingly exploited for its behaviors, i.e. influence on physicochemical properties as a stable motif in medicinal chemistry, and propensity to undergo ring opening reactions as a synthetic intermediate. These applications have driven numerous studies into the synthesis of new oxetane derivatives. This review takes an overview of the literature for the synthesis of oxetane derivatives, concentrating on advances in the last 5 years up to the end of 2015. These methods are clustered by strategy for preparation of the ring (Sections 3 and 4), and further derivatisation of preformed oxetane-containing building blocks (Sections 5-7). Examples of the use of oxetanes in medicinal chemistry are reported, including a collation of oxetane derivatives appearing in recent patents for medicinal chemistry applications. Finally examples of oxetane derivatives in ring opening and ring expansion reactions are described.
Date Issued
2016-09-15
Date Acceptance
2016-08-10
Citation
Chemical Reviews, 2016, 116 (19), pp.12150-12233
ISSN
1520-6890
Publisher
American Chemical Society
Start Page
12150
End Page
12233
Journal / Book Title
Chemical Reviews
Volume
116
Issue
19
Copyright Statement
This is an open access article published under a Creative Commons Attribution (CC-BY) License, which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
License URL
Sponsor
Engineering & Physical Science Research Council (EPSRC)
Engineering & Physical Science Research Council (E
The Royal Society
Grant Number
EP/J001538/1
EP/K503733/1
UF140161
Subjects
General Chemistry
03 Chemical Sciences
Publication Status
Published