Organocatalytic Diastereo- and Enantioselective Michael Addition Reactions of 5-Aryl-1,3-dioxolan-4-ones

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• 作者：Peter S. Hynes ; Daniela Stranges ; Paul A. Stupple ; Antonio Guarna ; Darren J. Dixon
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：May 24, 2007
• 年：2007
• 卷：9
• 期：11
• 页码：2107 - 2110
• 全文大小：165K
• 年卷期：v.9,no.11(May 24, 2007)
• ISSN：1523-7052

文摘

5-Aryl-1,3-dioxolan-4-one heterocycles derived from mandelic acid derivatives and hexafluoroacetone have been identified as new and effectivepro-nucleophiles in highly diastereo- and enantioselective Michael addition reactions to nitro olefins catalyzed by bifunctional epi-9-amino-9-deoxy cinchona alkaloid derivatives. Diastereoselectivities up to 98% and enantioselectivities up to 89% for a range of nitro olefins and5-aryl-1,3-dioxolan-4-ones under mild reaction conditions are reported.