Stereochemistry of benzodihydrofuran-2-carboxylic acid ester photorearrangement

…, JJ Napier, P Sundararaman

文献索引：Schultz,A.G.; Napier,J.J.; Sundararam,P. Journal of the American Chemical Society, 1984 , vol. 106, p. 3590

被引用次数: 4

摘要

Abstract: The stereoselectivity of the photorearrangement of benzodihydrofuran la to give phenol 3 is determined by preparation and irradiation of optically active la. Chiral shift reagent NMR analysis of recovered la and derivatized 3 (in the form of spirocyclic selenide 22) indicates that configuration is not lost during the irradiation. A mechanism involving concerted photorearrangement of la to spiro [cyclopropane-2', 4'-cyclohexadien-1'-one] 2 ...