Palladium(II) catalyzed allylic rearrangement: Stereoselective synthesis of 2-substituted (e)-β acetoxy (or benzoyloxy)ethylidenecyclohexanes
Autor: | Yoshinao Tamaru, Eiji Nakajo, Yuuya Yamada, Z. Yoshida, Hirofumi Ochiai |
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Rok vydání: | 1984 |
Předmět: | |
Zdroj: | Tetrahedron. 40:1791-1793 |
ISSN: | 0040-4020 |
DOI: | 10.1016/s0040-4020(01)91131-7 |
Popis: | Diastereomeric mixtures of 2-substituted 1-vinyclyclohexyl acetates (or benzoates) are rearranged stereoselectively to 2-substituted (E)-β-acetoxy(or benzoyloxy)ethylidenecyclohexanes by the catalysis of bis(acetonitrile)palladium(II) chloride. A mechanism related to the stereoselectivity and reactivity is discussed in terms of the conformational requirements in a transition state. |
Databáze: | OpenAIRE |
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