膦酰胺-Cu(OTf)2 配合物作为手性催化剂用于亚胺酯和硝基亚烯的 1,3-偶极环加成反应。
Phosphoramidite-Cu(OTf)2 complexes as chiral catalysts for 1,3-dipolar cycloaddition of iminoesters and nitroalkenes.
机构信息
Departamento de Química Orgánica e Instituto de Síntesis Orgánica (ISO), Facultad de Ciencias, Universidad de Alicante , 03080-Alicante, Spain, Departmento de Química Orgánica I, Facultad de Química, Universidad del País Vasco , P. K. 1072, E-20018 San Sebastián, Spain, and IKERBASQUE, Basque Foundation for Science , 48011 Bilbao, Spain.
出版信息
Org Lett. 2013 Jun 21;15(12):2902-5. doi: 10.1021/ol4006618. Epub 2013 Jun 11.
Chiral complexes formed by phosphoramidites such as (Sa,R,R)-9 and Cu(OTf)2 are excellent catalysts for the general 1,3-dipolar cycloaddition between azomethine ylides and nitroalkenes affording the corresponding tetrasubstituted proline esters mainly as exo-cycloadducts in high er at room temperature. The exo-cycloadducts can be obtained in enantiomerically pure form just after simple recrystallization. DFT calculations support the stereochemical results.
手性膦酰胺配体如（Sa,R,R）-9 和 Cu(OTf)2 形成的手性配合物是亚胺叶立德和硝基亚烯烃之间的一般 1,3-偶极环加成反应的优异催化剂，在室温下以高收率主要得到外消旋的四取代脯氨酸酯。外消旋的环加成产物仅经过简单重结晶即可获得手性纯形式。DFT 计算支持立体化学结果。
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