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Microwave-Assisted Ring-Opening of Activated Aziridines with Resin-Bound Amines

Authors :
Franzyk, H.
Crestey, F.
Witt, M.
Frydenvang, K.
Stærk, D.
Jaroszewski, J.
Franzyk, H.
Crestey, F.
Witt, M.
Frydenvang, K.
Stærk, D.
Jaroszewski, J.
Source :
Franzyk , H , Crestey , F , Witt , M , Frydenvang , K , Stærk , D & Jaroszewski , J 2008 , ' Microwave-Assisted Ring-Opening of Activated Aziridines with Resin-Bound Amines ' , Synfacts , vol. 7 , pp. 769 .
Publication Year :
2008

Abstract

The solid-phase ring-opening of N-nosyl aziridines under microwave conditions is described. Thus, p-nitrobenzenesulfonyl (nosyl = Ns)-activated aziridines 2a-g were prepared from1,2-amino alcohols 1a-g with an excess amount of nosyl chloride (NsCl) in CH2Cl2-pyridine (2:1). The ring-opening of the aziridines 2a-g with resin-bound amines 3-5 gave the corresponding amines 6-12 in >25 to >95% yield with 63-97% purity after acidic cleavage. The glycine and proline derivatives 16-18 were also obtained from 13-15 in >95% yield with 93-97% purity.

Details

Database :
OAIster
Journal :
Franzyk , H , Crestey , F , Witt , M , Frydenvang , K , Stærk , D & Jaroszewski , J 2008 , ' Microwave-Assisted Ring-Opening of Activated Aziridines with Resin-Bound Amines ' , Synfacts , vol. 7 , pp. 769 .
Notes :
English
Publication Type :
Electronic Resource
Accession number :
edsoai.on1322668980
Document Type :
Electronic Resource