Abstract
A new formal [3 + 1]-cycloaddition reaction of azaoxyallyl cation intermediates, generated in situ from α-halo hydroxamates bearing α-alkyl groups, and sulfur ylides is reported, furnishing useful β-lactams (dr >19:1) in fair to modest yields. In contrast, an unexpected formal [3 + 2]-cycloaddition reaction occurs to give γ-lactam derivatives for α-halo hydroxamates with α-aryl groups and sulfur ylides in the presence of bases.
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