Tetrahedron Letters p. 127 - 130 (1985)
Update date:2022-08-05
Topics:
Schlecht, Matthew F.
Kim, Ho-jin
Treatment of tertiary γ- and δ-hydroxyalkenes with chromium trioxide in acetic acid/acetic anhydride gives reasonable yields of γ- and δ-lactones by oxidative cyclization, with loss of one carbon. A mechanism is proposed involving formation of a chromate monoester, followed by intramolecular oxidative attack on the alkene.
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