Abstract
The intramolecular cyclization of “hydroxamate” 3 using Mitsunobu conditions was inefficient for the formation and isolation of the C-4 dimethyl monobactam 4 . However, chemospecific O-sulfonation of 1 and subsequent cyclization with base provides a useful method for β-lactam synthesis from a sterically hindered β-hydroxy amino acid. Competitive rearrangement of 3 also occurs during cyclization providing isomeric β-lactam 5 .
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