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Gold‐Catalyzed Waste‐Free Generation and Reaction of Azomethine Ylides: Internal Redox/Dipolar Cycloaddition Cascade
Author(s) -
Yeom HyunSuk,
Lee JiEun,
Shin Seunghoon
Publication year - 2008
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.200802802
High‐octane synthesis : Azomethine ylides can be generated from an internal redox reaction of a nitrone‐tethered alkyne under electrophilic metal catalysis (see scheme; M=metal). This novel and atom‐economical generation of an azomethine ylide does not involve potentially explosive diazo derivatives. The azomethine ylide can participate in a dipolar cycloaddition cascade to provide an azabicyclo[3.2.1]octane.
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