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BiX 3 and FeX 3 ‐Promoted Prins Cyclization of Enol Ethers in CH 2 Cl 2
Author(s) -
Yang Yi,
Jia Pingjing,
Liu Suping,
Yu Wei
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201100659
Subject(s) - chemistry , dichloromethane , prins reaction , catalysis , enol , solvent , halogen , lewis acids and bases , brønsted–lowry acid–base theory , medicinal chemistry , organic chemistry , alkyl
The Prins cyclization of enol ethers has been realized by employing BiX 3 (or FeX 3 ) as catalyst and TMSX (X=Br, Cl) as the halogen source. The presence of a tiny amount of water in the solvent dichloromethane played a key role for the reaction to proceed. The reaction is believed to be catalyzed by Lewis acid‐assisted Brønsted acids, which were generated in situ from MX 3 and water in the solvent.