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Beilstein Arch. 2021, 202138. https://doi.org/10.3762/bxiv.2021.38.v1
Published 21 May 2021
The reactions of aldehydes and a non-conjugated alcohol, (E)-octa-3,7-dien-1-ol, in the presence of halogen-containing reagents afforded the corresponding halogenated bicyclic molecules in good yields. The optimization, scope and limitations of the reactions as well as scale-up reactions have been examined. Quantum chemical calculations helped clarify the microscopic mechanism of a key reaction process, the introduction of a Cl atom to a bicyclic carbocation.
Keywords: Prins Cyclization; C－C Bond Formation; Bicyclic Molecules; Sequential Reactions
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Matsumoto, K.; Ohtsuka, K.; Hasebe, N.; Terada, K.; Maekawa, M.; Nakao, Y.; Nishiwaki, K.; Ando, H. Beilstein Arch. 2021, 202138. doi:10.3762/bxiv.2021.38.v1
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