手性有机催化异噁唑-5(4)-酮与色酮衍生的亚胺的对映选择性曼尼希反应。
Organocatalytic enantioselective Mannich reaction of isoxazol-5(4)-ones to isatin-derived ketimines.
机构信息
Departament de Química Orgànica, Facultat de Química, Universitat de València, 46100-Burjassot, Spain.
出版信息
Org Biomol Chem. 2022 Nov 9;20(43):8395-8399. doi: 10.1039/d2ob01692c.
An efficient organocatalytic asymmetric Mannich reaction between isoxazol-5(4)-ones and isatin-derived ketimines has been developed. A bifunctional squaramide/Brønsted base organocatalyst catalyzed the enantioselective Mannich addition to afford chiral 3-aminooxindoles bearing a tetrasubstituted stereocenter at C3 decorated with an isoxazole moiety in good yields and with excellent enantioselectivities. Additionally, several synthetic transformations were described showing the versatility of the prepared compounds.
已开发出一种高效的异恶唑-5(4)-酮和色酮衍生的亚胺酮之间的手性有机催化不对称曼尼希反应。双功能酰亚胺/布朗斯台德碱有机催化剂催化对映选择性曼尼希加成，以高收率和优异的对映选择性得到在 C3 位带有四取代立体中心的手性 3-氨基氧吲哚，其中带有异恶唑部分。此外，还描述了几种合成转化，展示了所制备化合物的多功能性。
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