eprintid: 19868
rev_number: 16
userid: 1418
dir: disk0/00/01/98/68
datestamp: 2013-10-17 15:34:46
lastmod: 2019-02-02 15:58:57
status_changed: 2013-10-17 15:34:46
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Dandapani, S
creators_name: Newsome, JJ
creators_name: Curran, DP
creators_email: 
creators_email: 
creators_email: curran@pitt.edu
creators_id: 
creators_id: 
creators_id: CURRAN
title: Separation tagging with cyclodextrin-binding groups: Mitsunobu reactions with bis-(2-(1-adamantyl)ethyl) azodicarboxylate (BadEAD) and bis-(1-adamantylmethyl) azodicarboxylate (BadMAD)
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: A new method for separation tagging with cyclodextrin-binding groups is introduced and is exemplified in the context of the Mitsunobu reaction with adamantyl tags. HPLC experiments showed that molecules containing adamantyl groups were especially well retained on Sumichiral OA7500 β-methylated cyclodextrin bonded silica columns relative to many other types of molecules. Two new Mitsunobu reagents, bis-(1-adamantylmethyl) azodicarboxylate (BadMAD) and bis-(2-(1-adamantyl)ethyl) azodicarboxylate (BadEAD), were prepared, used in typical Mitsunobu reactions and separated with both β-methylated cyclodextrin bonded silica and standard silica. © 2004 Elsevier Ltd. All rights reserved.
date: 2004-08-23
date_type: published
publication: Tetrahedron Letters
volume: 45
number: 35
pagerange: 6653 - 6656
refereed: TRUE
issn: 0040-4039
id_number: 10.1016/j.tetlet.2004.07.009
citation:   Dandapani, S and Newsome, JJ and Curran, DP  (2004) Separation tagging with cyclodextrin-binding groups: Mitsunobu reactions with bis-(2-(1-adamantyl)ethyl) azodicarboxylate (BadEAD) and bis-(1-adamantylmethyl) azodicarboxylate (BadMAD).  Tetrahedron Letters, 45 (35).  6653 - 6656.  ISSN 0040-4039     
document_url: http://d-scholarship-dev.library.pitt.edu/19868/1/licence.txt