Tetrahedron

Carbon–carbon bond-forming reactions of α-carbonyl carbocations: exploration of a reversed-polarity equivalent of enolate chemistry

…, JA Dubland, MG Sarwar, MG Chudzinski, MS Taylor

文献索引：Lai, Ping-Shan; Dubland, Joshua A.; Sarwar, Mohammed G.; Chudzinski, Michael G.; Taylor, Mark S. Tetrahedron, 2011 , vol. 67, # 39 p. 7586 - 7592

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被引用次数: 14

摘要

Carbon–carbon bond-forming reactions of putative α-carbonyl carbocation intermediates generated by Lewis acid-or silver-promoted ionizations of toluenesulfonate or halide leaving groups are described. This under-exploited mode of reactivity represents an 'umpolung'of conventional enolate chemistry, and enables C–C bond construction in both intra-and intermolecular contexts. Attempts to develop diastereoselective variants of this process ...