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Anglický jazyk
New Classical Propargylic Rearrangements in Natural Products Synthesis
Autor: José Marco-Contelles
In this book we highlight the strong synthetic potential and scope of transition metal-catalyzed rearrangement reactions for fully economical and complex carbon-carbon bond forming reactions. The Meyer-Schuster and the Rupe rearrangements are emerging as... Viac o knihe
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O knihe
In this book we highlight the strong synthetic potential and scope of transition metal-catalyzed rearrangement reactions for fully economical and complex carbon-carbon bond forming reactions. The Meyer-Schuster and the Rupe rearrangements are emerging as the methods of choice for the homologation of carbonyl compounds into a,ß-unsaturated aldehydes and ketones, particularly useful for the synthesis of many hindered ketones. The Rautenstrauch-I and Rautenstrauch-II rearrangements of readily propargylic derivatives are very useful reactions for the synthesis of complex cyclopentenones, and bicyclo[n.1.0] enol carboxylates in high chemical yields, which proceed under mild reaction conditions with high stereoselectivity, and total transfer of chirality. In the case of Rautenstrauch-II, the basic-methanolysis of the resulting compounds provides bicyclo[n.1.0]ketones, valuable building blocks for the preparation of natural products. A reaction mechanism has been advanced, and confirmed by experimental evidences, which supports the involvement of metallo-carbenes as key species formed through a cyclopropanation event that precedes the 1,2-acyloxy migration.
- Vydavateľstvo: LAP LAMBERT Academic Publishing
- Rok vydania: 2010
- Formát: Paperback
- Rozmer: 220 x 150 mm
- Jazyk: Anglický jazyk
- ISBN: 9783843353281