Page, Michael I. (2003) Acyl vs sulfonyl transfer in N-acyl β-sultams and 3-oxo-β-sultams. Organic Letters, 6 (2). pp. 201-203. ISSN 1523-7060Metadata only available from this repository.
N-Acylsulfonamides usually react with nucleophiles by acyl transfer and C-N bond fission. However, the hydrolysis of N-acyl -sultams is a sulfonyl transfer reaction that occurs with S-N fission and opening of the four-membered ring. Similar to other -sultams, the N-acyl derivatives are at least 106-fold more reactive than N-acyl sulfonamides. 3-Oxo--sultams are both -lactams and -sultams but also hydrolyze with preferential S-N bond fission.
|Subjects:||Q Science > Q Science (General)|
Q Science > QD Chemistry
|Schools:||School of Applied Sciences|
School of Applied Sciences > Biomolecular Sciences Research Centre
|Depositing User:||Sara Taylor|
|Date Deposited:||08 Feb 2008 13:03|
|Last Modified:||19 Jan 2010 04:48|
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