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
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