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Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization-(2 + 2) cycloaddition.

ABSTRACT: A triflic imide (Tf(2)NH) catalyzed isomerization of kinetically favourable silyl enol ethers into thermodynamically stable ones was developed. We also demonstrated a one-pot catalytic reaction consisting of (2 + 2) cycloaddition and isomerization. In the reaction sequence, Tf(2)NH catalyzes both of the reactions.

SUBMITTER: Inanaga K

PROVIDER: S-EPMC3388851 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization-(2 + 2) cycloaddition.

Inanaga Kazato K Ogawa Yu Y Nagamoto Yuuki Y Daigaku Akihiro A Tokuyama Hidetoshi H Takemoto Yoshiji Y Takasu Kiyosei K

Beilstein journal of organic chemistry 20120427

A triflic imide (Tf(2)NH) catalyzed isomerization of kinetically favourable silyl enol ethers into thermodynamically stable ones was developed. We also demonstrated a one-pot catalytic reaction consisting of (2 + 2) cycloaddition and isomerization. In the reaction sequence, Tf(2)NH catalyzes both of the reactions. ...[more]

PMID: 23015811

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