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Gold-catalyzed waste-free generation and reaction of azomethine ylides: Internal redox/dipolar cycloaddition cascade
- Authors
- Yeom, Hyttn-Suk; Lee, Ji-Eun; Shin, Setinghoon
- Issue Date
- Sep-2008
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- azomethine ylides; carbenes; cyclization; homogeneous catalysis; redox chemistry
- Citation
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.47, no.37, pp.7040 - 7043
- Indexed
- SCIE
SCOPUS
- Journal Title
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Volume
- 47
- Number
- 37
- Start Page
- 7040
- End Page
- 7043
- ISSN
- 1433-7851
- Abstract
- (Chemical Equation Presented) 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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Related Researcher
- Shin, Seung hoon
- COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)