Tetrahedron Letters p. 7207 - 7210 (1992)
Update date:2022-08-04
Topics:
Wasserman
DeSimone
Ho
McCarthy
Spencer Prowse
Spada
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.
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Doi:10.1016/S0020-1693(00)85009-4
(1992)Doi:10.1055/s-1992-26329
(1992)Doi:10.1016/S0040-4020(01)89041-4
(1992)Doi:10.1021/acs.orglett.0c01357
(2020)Doi:10.1016/j.tetlet.2013.08.056
(2013)Doi:10.1039/c3ob41328d
(2013)
