Iwumene Ndidi U N, Moseley Daniel F, Pullin Robert D C, Willis Michael C
Department of Chemistry, University of Oxford, Chemistry Research Laboratory Mansfield Road Oxford OX1 3TA UK
Vertex Pharmaceuticals (Europe) Ltd 86-88 Jubilee Avenue, Milton Park Abingdon OX14 4RW UK.
Chem Sci. 2022 Jan 19;13(5):1504-1511. doi: 10.1039/d1sc06900d. eCollection 2022 Feb 2.
Rhodium-catalyzed hydroacylation using alkynes substituted with pendant nucleophiles, delivers linear α,β-unsaturated enone intermediates with excellent regioselectivity. These adducts are used to construct a broad range of diversely substituted, saturated O-, N- and S-heterocycles in a one-pot process. Judicious choice of cyclisation conditions enabled isolation of O-heterocycles with high levels of diastereoselectivity. A variety of derivatisation reactions are also performed, generating functionalised hydroacylation products. This sequence serves as a general approach for the synthesis of fully saturated heterocycles.
使用带有亲核侧基取代的炔烃进行铑催化的氢酰化反应，能够以优异的区域选择性生成线性α,β-不饱和烯酮中间体。这些加合物可用于通过一锅法构建多种不同取代的饱和O-、N-和S-杂环。通过明智地选择环化条件，可以分离出具有高非对映选择性的O-杂环。还进行了各种衍生化反应，生成了功能化的氢酰化产物。该反应序列是合成完全饱和杂环的通用方法。
