Four-directional synthesis of adamantane derivatives
File(s)
HK-11237IP proof.pdf (732.33 KB)
Accepted version
Author(s)
Qu, Tao
White, Andrew JP
Barrett, Anthony GM
Type
Journal Article
Abstract
1-Adamantanemethanol, 1,3-adamantanedimethanol and 1,3,5,7-adamantanetetramethanol were converted
into adamantanes functionalized with one or four (2R,1S)-2-formyl-1-cyclopropyl residues using Charette
enantioselective cyclopropanation reactions and with one, two or four 4-ethoxy- (or 4-t-butoxy)-3-diazo-2,4-
dioxobutyl residues from aldehyde and diazo-acetate ester condensation reactions by 1-directional, 2-
directional or 4-directional syntheses. The synthesis of adamantane fused to cyclopentadiene is also reported.
Date Issued
2020-06-11
Date Acceptance
2020-05-30
Citation
ARKIVOC, 2020, 4, pp.18-50
URI
URL
DOI
ISSN
1551-7004
Publisher
ARKAT USA INC
Start Page
18
End Page
50
Journal / Book Title
ARKIVOC
Volume
4
Copyright Statement
© 2020 The Author(s). This paper is an open access article distributed under the terms of the Creative Commons Attribution (CC BY)
license (http://creativecommons.org/licenses/by/4.0/)
License URL
Identifier
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000607192700002&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202
Subjects
Science & Technology
Physical Sciences
Chemistry, Organic
Chemistry
Adamantane
4-directional synthesis
enantioselective cyclopropanation
alpha-diazo-beta-keto-esters
KETO-ESTERS
CONVERSION
CHEMISTRY
MOLECULE
SYMMETRY
C-13
Publication Status
Published
Date Publish Online
2020-06-11