A Convenient Samarium-Promoted Synthesis of Aliphatic (E)-Nitroalkenes under Mild Conditions

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• 作者：José ; M. Concell&oacute ; n ; Pablo L. Bernad ; Humberto Rodrí ; guez-Solla ; Carmen Concell&oacute ; n
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：July 6, 2007
• 年：2007
• 卷：72
• 期：14
• 页码：5421 - 5423
• 全文大小：51K
• 年卷期：v.72,no.14(July 6, 2007)
• ISSN：1520-6904

文摘

LE>ls/joceah/72/i14/figures/jo0706271n00001.gif" ALIGN="left" HSPACE=5>A samarium-promoted synthesis of (E)-nitroalkenes from1-bromo-1-nitroalkan-2-ols in high yields and with totalselectivity is reported. This reaction together with the easyand efficient preparation of the 1-bromo-1-nitroalkan-2-olsconstitutes a simple and advantageous alternative towardnitroalkenes with total E-stereoselectivity. A mechanism isproposed to explain the E-stereoselectivity of the le">-elimination reaction.