通过3-氨基苯并呋喃与异吲哚酮衍生的烯醛的[3 + 3]环化反应催化不对称合成3,4'-哌啶甲酰基螺环氧化吲哚
Catalytic Asymmetric Synthesis of 3,4'-Piperidinoyl Spirooxindoles via [3 + 3] Annulation of 3-Aminobenzofurans and Isatin-Derived Enals.
作者信息
Li Lesong, Li Congyang, Zhang Shuting, Wang Xuerui, Fu Peng, Wang Yang
机构信息
Molecular Synthesis Center & Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao 266003, China.
Laboratory for Marine Drugs and Bioproducts, Laoshan Laboratory, Qingdao 266237, China.
出版信息
J Org Chem. 2024 Apr 5;89(7):5170-5180. doi: 10.1021/acs.joc.4c00046. Epub 2024 Mar 28.
A chiral NHC-catalyzed [3 + 3] cycloaddition reaction of 3-aminobenzofurans with isatin-derived enals has been documented, furnishing 3,4'-piperidinoyl spirooxindoles bearing a quaternary stereocenter with good yields and excellent enantioselectivities. Further gram-scale preparation and synthetic transformation of the cycloadducts to δ-amino acid derivative demonstrated good practicality and applicability of this reaction.
文献报道了一种手性NHC催化的3-氨基苯并呋喃与异吲哚酮衍生的烯醛的[3 + 3]环加成反应，以良好的产率和优异的对映选择性得到带有季碳立体中心的3,4'-哌啶甲酰基螺环氧化吲哚。环加成产物的进一步克级制备以及向δ-氨基酸衍生物的合成转化证明了该反应具有良好的实用性和适用性。
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