Directed addition of sulfur-stabilised carbanions to 1,2,3-trisubstituted aziridines
File(s)D Craig TET-D-10-00442 REVISED.doc (1 MB)
Accepted version
Author(s)
Craig, Donald
Lu, Pengfei
Mathie, Tanya
Tholen, Niels TH
Type
Journal Article
Abstract
Thioether and sulfone-stabilised carbanions possessing varying functional groups enter into highly regioselective, stereospecific ring-opening reactions with vinyl- and hydroxymethyl-substituted aziridines. Some derivatisation reactions of the adducts are reported.
Date Issued
2010-08-14
Date Acceptance
2010-04-22
Citation
Tetrahedron, 2010, 66 (33), pp.6376-6382
ISSN
0040-4020
Publisher
Elsevier
Start Page
6376
End Page
6382
Journal / Book Title
Tetrahedron
Volume
66
Issue
33
Copyright Statement
© 2010 Elsevier Ltd. All rights reserved. This manuscript is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International Licence http://creativecommons.org/licenses/by-nc-nd/4.0/
Identifier
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000280902200012&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202
Subjects
Science & Technology
Physical Sciences
Chemistry, Organic
Chemistry
Aziridine
Cyclisation
Directed addition
Regioselective
Sulfur-stabilised Carbanion
RING-OPENING REACTIONS
STEREOSELECTIVE-SYNTHESIS
N-SULFONYLAZIRIDINES
ASYMMETRIC-SYNTHESIS
ALKYLATION REACTIONS
ANION EQUIVALENT
DERIVATIVES
ESTERS
ALPHA
1,4-BIS(ARYLSULFONYL)-1,2,3,4-TETRAHYDROPYRIDINES
Publication Status
Published
Coverage Spatial
Paris, France
Date Publish Online
2010-04-29