α, β-Unsaturated Acyl Cyanides as New Bis-Electrophiles for Enantioselective Organocatalyzed Formal [3+3]Spiroannulation

Sébastien Goudedranche; Xavier Bugaut; Thierry Constantieux; Damien Bonne; Jean Rodriguez

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α, β-Unsaturated Acyl Cyanides as New Bis-Electrophiles for Enantioselective Organocatalyzed Formal [3+3]Spiroannulation

机译：α，β-不饱和酰基氰作为对映选择性有机催化形式[3 + 3]螺环化的新型双亲电子试剂

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摘要

α, β-Unsaturated acyl cyanides are key bis-electrophile substrates for successful domino enantioselective organocatalyzed Michael-intramolecular acylation domino sequences. This new reactivity has been applied to the synthesis of enantioenriched azaspiro[4,5]decanone ring systems by a formal [3+3]spiroannulation, constituting a rare example of synthesis of glutarimides in an optically active form.

机译：α，β-不饱和酰基氰是成功的多米诺对映选择性有机催化的迈克尔-分子内酰化多米诺序列的关键双亲电子底物。这种新的反应性已通过正式的[3 + 3]螺环化反应用于合成对映体富集的氮杂螺环[4,5]癸癸酮环系，构成了光学活性形式戊二酰亚胺合成的罕见实例。

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《Chemistry: A European journal》 |2014年第2期|共6页
作者
Sébastien Goudedranche; Xavier Bugaut; Thierry Constantieux; Damien Bonne; Jean Rodriguez;
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正文语种 eng
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cyanides; substrates; successful;

机译：氰化物;基质;成功;

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1. α, β-Unsaturated Acyl Cyanides as New Bis-Electrophiles for Enantioselective Organocatalyzed Formal [3+3]Spiroannulation [J] . Sébastien Goudedranche, Xavier Bugaut, Thierry Constantieux, Chemistry: A European journal . 2014,第2期

机译：α，β-不饱和酰基氰作为对映选择性有机催化形式[3 + 3]螺环化的新型双亲电子试剂
2. Enantioselective organocatalytic formal [3+3]-cycloaddition of alpha,beta-unsaturated aldehydes and application to the asymmetric synthesis of (-)-isopulegol hydrate and (-)-cubebaol [J] . Hong BC, Wu MF, Tseng HC, Organic letters . 2006,第11期

机译：α，β-不饱和醛的对映选择性有机催化形式[3 + 3]-环加成反应及其在（-）-异胡薄荷醇水合物和（-）-立方立方体的不对称合成中的应用
3. Enantioselective organocatalytic formal [3+3]-cycloaddition of alpha,beta-unsaturated aldehydes and application to the asymmetric synthesis of (-)-isopulegol hydrate and (-)-cubebaol [J] . Hong BC, Wu MF, Tseng HC, Organic letters . 2006,第11期

机译：α，β-不饱和醛的对映选择性有机催化形式[3 + 3]-环加成反应及其在（-）-异胡薄荷醇水合物和（-）-立方立方体的不对称合成中的应用
4. Facile Synthesis of Spirooxindoles via an Enantioselective Organocatalyzed Sequential Reaction [C] . Miki Kusaba, Kenta Kishi, Shinobu Takizawa 日本化学会春季年会講演予稿集 . 2018

机译：通过对映选择性有机催化的顺序反应进行螺氧吲哚醛基合成
5. The development and application of enantioselective reactions of masked acyl cyanide reagents. [D] . Yang, Kin. 2015

机译：掩蔽的酰基氰化物试剂的对映选择性反应的开发和应用。
6. Synthesis of α-Amino Acid Derivatives and Peptides via Enantioselective Addition of Masked Acyl Cyanides to Imines [O] . Kin S. Yang, Viresh H. Rawal, * -1

机译：通过将掩蔽的酰基氰化物与亚胺对映体选择性加成合成α-氨基酸衍生物和多肽
7. Enantioselective Formal 3+3 Annulation for the Direct Construction of Bicyclic Skeletons with Four Stereogenic Centers [O] . -1

机译：对四个立体中心的双环骨架直接施工的映选择性正式3 + 3环

α, β-Unsaturated Acyl Cyanides as New Bis-Electrophiles for Enantioselective Organocatalyzed Formal [3+3]Spiroannulation

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