Microwave-Assisted Ring-Opening of Activated Aziridines with Resin-Bound Amines
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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.
Original language | English |
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Journal | Synfacts |
Volume | 7 |
Pages (from-to) | 769 |
ISSN | 1861-1958 |
DOIs | |
Publication status | Published - 2008 |
ID: 147218725