铑催化的利用乙烯基烯酮作为 1,4-二极体和给体-受体金属卡宾的形式 [4 + 1]-环加成中中间环丙基烯酮的重排。
Rearrangement of an Intermediate Cyclopropyl Ketene in a Rh-Catalyzed Formal [4 + 1]-Cycloaddition Employing Vinyl Ketenes as 1,4-Dipoles and Donor-Acceptor Metallocarbenes.
机构信息
Department of Chemistry and Biochemistry, University of Notre Dame , Notre Dame, Indiana 46556, United States.
出版信息
Org Lett. 2017 May 19;19(10):2482-2485. doi: 10.1021/acs.orglett.7b00618. Epub 2017 Apr 28.
PMID:28453284
Abstract
A Rh-catalyzed formal [4 + 1]-cycloaddition approach toward spirooxindole cyclopentenones is described. The diastereoselective cyclopropanation of vinyl ketenes with diazooxindoles as C1 synthons initiated a relatively mild formal [1,3]-migration of an intermediate cyclopropyl ketene to provide spirooxindoles in good to excellent yields (36-99%).
摘要
描述了一种 Rh 催化的形式[4+1]-环加成方法，用于合成螺环氧化吲哚环戊烯酮。重氮氧化吲哚作为 C1 合成子的乙烯基炔烃的立体选择性环丙烷化反应，引发了中间体环丙基炔烃的相对温和的形式[1,3]-迁移，以良好至优异的收率（36-99%）得到螺环氧化吲哚。
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