期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 52, 期 43, 页码 11222-11251出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201209833
关键词
alkenes; alkynes; allenes; natural products; synthetic methods
资金
- National Institutes of Health [GM-078145]
- National Science Foundation [CHE-1012379]
- Rutgers, The State University of New Jersey
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1012379] Funding Source: National Science Foundation
It has been 60 years since Eschenmoser and Frey disclosed the archetypal CC fragmentation reaction. New fragmentations and several variants of the original quickly followed. Many of these variations, which include the Beckmann, Grob, Wharton, Marshall, and Eschenmoser-Tanabe fragmentations, have been reviewed over the intervening years. A close examination of the origins of fragmentation has not been described. Recently, useful new methods have flourished, particularly fragmentations that give alkynes and allenes, and such reactions have been applied to a range of complex motifs and natural products. This Review traces the origins of fragmentation reactions and provides a summary of the methods, applications, and new insights of heterolytic CC fragmentation reactions advanced over the last 20 years.
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