Premium
Palladium‐Catalyzed Allylation of Vinylethylene Carbonates with β ‐Ketophosphonates: Stereoselective Synthesis of ( Z )‐Homoallylic Phosphonates
Author(s) -
Liu Zhigang,
Ke Miaolin,
Zhang Ke,
Wang Zexu,
Ye Baijun,
Chen Fener
Publication year - 2021
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.202001925
Subject(s) - chemoselectivity , stereoselectivity , regioselectivity , palladium , chemistry , catalysis , substrate (aquarium) , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry , oceanography , geology
A first simple palladium catalyzed allylation of vinylethylene carbonates with β ‐ketophosphonates has been developed. This method provides access to ( Z )‐tri‐ and tetrasubstituted homoallylic phosphonates with exclusive regioselectivity, chemoselectivity and ( Z )‐stereoselectivity. The reaction tolerates a wide substrate scope of vinylethylene carbonates and β ‐ketophosphonates with electron‐donating and electron‐withdrawing groups and works well on the gram scale.