1-磷杂降冰片烯衍生物作为手性有机催化剂用于γ-苄基联烯酸酯对映选择性(4+2)环化反应的设计
Design of 1-Phosphanorbornene Derivatives as Chiral Organocatalysts for Enantioselective (4 + 2) Annulation Reactions of γ-Benzyl Allenoates.
作者信息
Jia Siming, Ma Mengmeng, Li Er-Qing, Duan Zheng, Mathey Françis
机构信息
College of Chemistry, Green Catalysis Center, International Phosphorus Laboratory, International Joint Research Laboratory for Functional Organophosphorus Materials of Henan Province, Zhengzhou University, Zhengzhou 450001, P. R. China.
出版信息
Org Lett. 2021 May 7;23(9):3337-3342. doi: 10.1021/acs.orglett.1c00833. Epub 2021 Apr 14.
Two novel diastereoisomeric P-chirogenic phosphine catalysts, i.e., JiaPhos, which can be easily derived from inexpensive and commercially available starting materials in five chemical operations (totally 4.16g scale), are introduced. To our delight, the JiaPhos catalysts display good performance in enantioselective (4 + 2) annulations involving 3-methylene-2-oxindoles and γ-benzyl allenoates, providing a wide range of 3,3'-spirocyclic oxindoles with good efficiency and enantioselectivity.
本文介绍了两种新型非对映异构的P-手性膦催化剂，即JiaPhos，它们可以通过五步化学操作从廉价且市售的起始原料轻松制得（总规模为4.16 g）。令人高兴的是，JiaPhos催化剂在涉及3-亚甲基-2-吲哚酮和γ-苄基丙二烯酸酯的对映选择性(4 + 2)环化反应中表现出良好的性能，能够高效且对映选择性地提供多种3,3'-螺环氧化吲哚。
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