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Visible‐Light‐Promoted Regio‐ and Stereoselective Oxyalkenyl‐ation of Phosphinyl Allenes
Author(s) -
Sun Xue,
Liu Teng,
Yang YanTong,
Gu YueJie,
Liu YuWei,
Ji YiGang,
Luo Kai,
Zhu Jie,
Wu Lei
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202000214
Subject(s) - chemistry , stereoselectivity , visible spectrum , palladium , allylic rearrangement , regioselectivity , conjugated system , functional group , alcohol , stereochemistry , catalysis , photochemistry , organic chemistry , physics , polymer , optoelectronics
A highly regio‐ and stereoselective oxyalkenylation of phosphinyl allenes is revealed for the first time. This protocol, merging visible light photoredox and palladium catalysis, provides a direct approach to conjugated tertiary allylic alcohol derivatives with broad functional group tolerance in moderate to excellent yields. Mechanistic studies suggest that, although two possible pathways exist in the transformation, radical oxyalkenylation promoted by visible light photoredox takes over the major pathway.