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Selective Synthesis of Z ‐Cinnamyl Ethers and Cinnamyl Alcohols through Visible Light‐Promoted Photocatalytic E to Z Isomerization
Author(s) -
Li Hengchao,
Chen Hang,
Zhou Yang,
Huang Jin,
Yi Jundan,
Zhao Hongcai,
Wang Wei,
Jing Linhai
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901778
Subject(s) - cinnamyl alcohol , chemistry , isomerization , photosensitizer , stereoselectivity , allylic rearrangement , silyl ether , photocatalysis , iridium , ether , photochemistry , organic chemistry , catalysis , cinnamaldehyde , silylation
A photocatalytic E to Z isomerization of alkenes using an iridium photosensitizer under mild reaction conditions is disclosed. This method provides scalable and efficient access to Z ‐cinnamyl ether and allylic alcohol derivatives in high yields with excellent stereoselectivity. Importantly, this method also provides a powerful strategy for the selective synthesis of Z ‐magnolol and honokiol derivatives possessing potential biological activity.