- Singlet oxygen in synthesis. Oxazoles as carbonyl 1,1-dipole synthons
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2,5-Diphenyloxazole has been utilized in a two-step sequence as a carbonyl 1,1-dipole synthon as illustrated by the synthesis of 7-heptanolide, α-benzyloxy δ-valerolactone, and 9-nonanolide. Alkylation of 4-lithio-2,5-diphenyloxazole, followed by singlet oxygen oxidation yields a triamide which undergoes cyclization to the lactone.
- Wasserman,DeSimone,Ho,McCarthy,Spencer Prowse,Spada
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p. 7207 - 7210
(2007/10/02)
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