Cyclization Reactions of 1,3-Bis-Silyl Enol Ethers and Related Masked Dianions
Top Cited Papers
- 1 January 2002
- journal article
- review article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 2002 (04) , 441-459
- https://doi.org/10.1055/s-2002-20954
Abstract
Despite their simplicity and synthetic usefulness, reactions of 1,3-dicarbonyl dianions are often problematic, since they represent highly reactive compounds (low reactivity matching). In addition, functionalized electrophiles are often rather labile and reactions with strong nucleophiles can result in polymerisation, decomposition, formation of open-chain products, elimination, or SET-reactions. These intrinsic limitations can be overcome by the use of 1,3-bis-silyl enol ethers, electroneutral 1,3-dicarbonyl dianion equivalents, in Lewis acid catalyzed reactions.Keywords
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