光励起カルボニル酸素による分子内水素引抜反応 : 水素引抜を中心として<マイレビュー>

概要

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Photochemical cyclization of carbonyl compounds to give cyclopropanols via β-hydrogen transfer to carbonyl oxygen is described. Intramolecular hydrogen abstraction by the excited carbonyl group is a well-known primary photochemical process and is very specific in that γ-hydrogen abstraction involving a six-membered cyclic transition state greatly predominant over other possible modes. However, the aryl ketones having a electron donating group such as hydroxy, alkoxy or amino group on the β-carbon undergo photocyclization to give cyclopropanols via β-hydrogen transfer even in the presence of a hydrogen atom on the γ-carbon.
埼玉大学総合科学分析支援センターの論文