布朗斯特酸/路易斯酸协同催化重氮酯与2-色烯缩醛的加成反应。
Brønsted Acid/Lewis Acid Cooperatively Catalyzed Addition of Diazoester to 2-chromene Acetals.
作者信息
Luan Yi, Qi Yue, Gao Hongyi, Ma Qianqian, Schaus Scott E
机构信息
School of Materials Science and Engineering University of Science and Technology Beijing 30 Xueyuan Road, Haidian district, Beijing, 100083 (P. R. China).
Chemistry Department Boston University 24 Cummington st. Boston, Massachusetts, 02215 (U.S.).
出版信息
European J Org Chem. 2014 Nov 1;2014(31):6868-6872. doi: 10.1002/ejoc.201403043.
Abstract
A novel Brønsted acid/Lewis acid dual catalyst system has been developed to promote an efficient C-C bond formation between a range of oxocarbenium precursors derived from chromene acetals and ethyl diazoacetate. The reaction proceeds under mild conditions and is tolerant of common functionalized 2-chromene and isochromene acetals. In addition, an asymmetric variant of diazoacetate addition towards 2-chromene acetal is described. Continued investigations include the further optimization of asymmetric induction towards the formation of diazo ester substituted 2-chromene.
摘要
一种新型的布朗斯特酸/路易斯酸双催化剂体系已被开发出来，用于促进一系列由色烯缩醛和重氮乙酸乙酯衍生的氧鎓碳正离子前体之间高效的碳-碳键形成。该反应在温和条件下进行，并且对常见的官能化2-色烯和异色烯缩醛具有耐受性。此外，还描述了重氮乙酸酯对2-色烯缩醛加成的不对称变体。持续的研究包括进一步优化重氮酯取代的2-色烯形成过程中的不对称诱导。
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