Abstract
(Matrix presented) N-Acylsulfonamides usually react with nucleophiles by acyl transfer and C-N bond fission. However, the hydrolysis of N-acyl β-sultams is a sulfonyl transfer reaction that occurs with S-N fission and opening of the four-membered ring. Similar to other β-sultams, the N-acyl derivatives are at least 106-fold more reactive than N-acyl sulfonamides. 3-Oxo-β-sultams are both β-lactams and β-sultams but also hydrolyze with preferential S-N bond fission.
Original language | English |
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Pages (from-to) | 201-203 |
Number of pages | 3 |
Journal | Organic Letters |
Volume | 6 |
Issue number | 2 |
Early online date | 25 Dec 2003 |
DOIs | |
Publication status | Published - 22 Jan 2004 |