Improved Synthesis of C4伪- and C4尾-Methyl Analogues of 2-Aminobicyclo[3.1.0]hexane-2,6-dicarboxylate

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• 作者：Steven S. Henry ; Molly D. Brady ; Dana L. T. Laird ; J. Craig Ruble ; David L. Varie ; James A. Monn
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：June 1, 2012
• 年：2012
• 卷：14
• 期：11
• 页码：2662-2665
• 全文大小：262K
• 年卷期：v.14,no.11(June 1, 2012)
• ISSN：1523-7052

文摘

An efficient and divergent synthesis of C4伪- and C4尾-methyl-substituted analogues of 2-aminobicyclo[3.1.0]hexane 2,6-dicarboxylate, which are important tools in the study of metabotropic glutamate receptor function, has been achieved. By taking advantage of an unanticipated facial selectivity of the bicyclo[3.1.0]hexane ring system, either the C4伪- or C4尾-methyl substituent was introduced in a highly stereoselective and high-yielding manner.