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Thermally Induced and Silver‐Salt‐Catalyzed [2+2] Cycloadditions of Imines to (Alkoxymethylene)cyclopropanes
Author(s) -
Nakamura Itaru,
Nemoto Tetsuya,
Yamamoto Yoshinori,
de Meijere Armin
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200600961
Subject(s) - salt (chemistry) , catalysis , chemistry , organic chemistry
A silver lining : [2+2] Cycloadditions of imines 2 to (alkoxymethylene)cyclopropanes 1 proceed readily at 80 °C and ambient pressure to furnish spirocyclopropanated 2‐alkoxyazetidines 3 in good to excellent yields. The same reaction can be brought about at 30 °C in the presence of a catalytic amount of [Ag(fod)] (fod=6,6,7,7,8,8,8‐heptafluoro‐2,2‐dimethyl‐3,5‐octanedionato).
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