Solid-state photochemistry of o-aroylbenzothioates: Absolute asymmetric phthalide formation involving 1, 4-aryl migration

…, S Watanabe, K Yamaguchi, M Sakamoto

文献索引：Takahashi, Masaki; Sekine, Norio; Fujita, Tsutomu; Watanabe, Shoji; Yamaguchi, Kentaro; Sakamoto, Masami Journal of the American Chemical Society, 1998 , vol. 120, # 49 p. 12770 - 12776

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被引用次数: 30

摘要

Solid-state photoreactions of S-(o-tolyl), S-phenyl, and S-(m-tolyl) 2-benzoylbenzothioates, which formed chiral crystals by spontaneous resolution, underwent an unprecedented intramolecular cyclization involving phenyl migration to afford optically active corresponding 3-phenyl-3-(arylthio) phthalide in good chemo-and enantioselectivities. Stereochemical assignment and substituent probe experiment of this photoreaction sequence led to a ...