Abstract
Unexpected Formation of γ‐Lactams from 6H‐1,2‐Oxazines Promoted by Lewis AcidsThe reaction of 6H‐1,2‐oxazine 1 with trimethylsilyl cyanide in the presence of titanium tetrachloride provides α,β‐unsaturated γ‐lactam 3. Similarly, Lewis acid‐promoted addition of trimethyl phosphite towards 1 affords a mixture of γ‐lactams 8 and 9. The structure of 9 was established by X‐ray analysis. A plausible mechanism for the formation of these γ‐lactams by Lewis acid‐induced ring contraction is proposed.
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