eprintid: 22242
rev_number: 22
userid: 1419
dir: disk0/00/02/22/42
datestamp: 2014-07-18 21:02:40
lastmod: 2019-02-02 15:57:12
status_changed: 2014-07-18 21:02:40
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Wipf, P
creators_name: Werner, S
creators_name: Woo, GHC
creators_name: Stephenson, CRJ
creators_name: Walczak, MAA
creators_name: Coleman, CM
creators_name: Twining, LA
creators_email: pwipf@pitt.edu
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creators_id: PWIPF
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title: Application of divergent multi-component reactions in the synthesis of a library of peptidomimetics based on γ-amino-α,β-cyclopropyl acids
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: The multi-component condensation of organozirconocene, aldimine and zinc carbenoid was applied to the stereoselective synthesis of cyclopropane amino acid derivatives. These compounds served as scaffolds for the preparation of a 46-member library. The C- and N-termini of the cyclopropane amino acid derivatives were diversified by condensations with ten amines and ten acylating agents, respectively. To improve yields and accelerate library synthesis, most products were prepared under microwave irradiation and purified by polymer-bound scavengers and SPE methodology. All compounds were analyzed by LC-MS and a representative selection was fully characterized. © 2005 Elsevier Ltd. All rights reserved.
date: 2005-11-28
date_type: published
publication: Tetrahedron
volume: 61
number: 48
pagerange: 11488 - 11500
refereed: TRUE
issn: 0040-4020
id_number: 10.1016/j.tet.2005.09.016
citation:   Wipf, P and Werner, S and Woo, GHC and Stephenson, CRJ and Walczak, MAA and Coleman, CM and Twining, LA  (2005) Application of divergent multi-component reactions in the synthesis of a library of peptidomimetics based on γ-amino-α,β-cyclopropyl acids.  Tetrahedron, 61 (48).  11488 - 11500.  ISSN 0040-4020     
document_url: http://d-scholarship-dev.library.pitt.edu/22242/1/licence.txt