Journal article icon

Journal article

Regioselective opening of myo-inositol orthoesters: Mechanism and synthetic utility

Abstract:

Acid hydrolysis of myo-inositol 1,3,5-orthoesters, apart from orthoformates, exclusively affords the corresponding 2-O-acyl myo-inositol products via a 1,2-bridged five-membered ring dioxolanylium ion intermediate observed by NMR spectroscopy. These C-2-substituted inositol derivatives provide valuable precursors for rapid and highly efficient routes to 2-O-acyl inositol 1,3,4,5,6-pentakisphosphates and myo-inositol 1,3,4,5,6-pentakisphosphate with biologically interesting and anticancer prop...

Expand abstract
Publication status:
Published
Peer review status:
Peer reviewed
Version:
Publisher's version

Actions


Access Document


Files:
Publisher copy:
10.1021/jo3027774

Authors


Godage, HY More by this author
More by this author
Department:
Oxford, MSD, Pharmacology
Woodman, TJ More by this author
Thomas, MP More by this author
Expand authors...
Wellcome Trust More from this funder
Publisher:
American Chemical Society Publisher's website
Journal:
Journal of Organic Chemistry Journal website
Volume:
78
Issue:
6
Pages:
2275–2288
Publication date:
2013-02-25
DOI:
ISSN:
0022-3263 and 1520-6904
Pubs id:
pubs:640295
URN:
uri:7eb75d75-b994-415e-b85a-8059a79af6dd
UUID:
7eb75d75-b994-415e-b85a-8059a79af6dd
Local pid:
pubs:640295

Terms of use


Metrics



If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP