Enantioselective Conjugate Addition of N,N-Dialkylhydrazones to -Hydroxy Enones

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• 作者：David Monge ; Eloí ; sa Martí ; n-Zamora ; Juan V&aacute ; zquez ; Manuel Alcarazo ; Eleuterio &Aacute ; lvarez ; Rosario Fern&aacute ; ndez ; José ; M. Lassaletta
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：July 19, 2007
• 年：2007
• 卷：9
• 期：15
• 页码：2867 - 2870
• 全文大小：119K
• 年卷期：v.9,no.15(July 19, 2007)
• ISSN：1523-7052

文摘

BLE>The activation of -hydroxy enones by the Zn(OTf)₂/^tBuBOX catalyst enables the enantioselective conjugate addition of 1-methyleneaminopyrrolidine as a neutral d¹ synthon. Experimental evidence supports a stereochemical model where a triflate ligand controls the geometry ofthe catalyst-substrate complex by means of a OH-OTf hydrogen bond. The synthesis of -cyano acids illustrates the potential of the methodology.