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Construction of Nitrogen‐Containing 9‐Membered Ring Epoxy Vinyl Ethers via Gold(I)‐Catalyzed Intramolecular Cyclization Reactions of Acyclic 5‐Aza‐2,3‐epoxy‐7‐yn‐1‐ols
Author(s) -
Lin HsinHui,
Chen YiJu,
Liao KuanYu,
Yeh MingChang P.
Publication year - 2014
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201400121
Subject(s) - chemistry , epoxy , intramolecular force , catalysis , ring (chemistry) , nitrogen , medicinal chemistry , organic chemistry
A series of substituted nitrogen‐containing 9‐membered epoxy vinyl ethers has been constructed from easily available 5‐aza‐2,3‐epoxy‐7‐yn‐1‐ols. Attack of the hydroxyl group onto the gold(I)‐activated alkyne gave the postulated 9‐membered allylic vinyl ether gold intermediate which underwent protodeauration affording the 9‐membered epoxy vinyl ethers.