Solid state photochemical reaction of achiral N-(β,γ-unsaturated carbonyl)thiocarbamate to optically active thiolactone in the chiral crystalline environment

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Masami Sakamoto, Masaki Takahashi, Takeshi Arai, Motoki Shimizu, Takashi Mino, Shoji Watanabe, Tsutomu Fujita and Kentaro Yamaguchi


Abstract

O-Methyl N-(2,2-dimethylbut-3-enoyl)-N-phenylthiocarbamate crystallized in the chiral space group P21, and the solid state photoreaction initiated intramolecular [2+2] thietane formation followed by rearrangement, leading to optically active γ-thiolactone.


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