Department of Chemistry, School of Chemical Sciences and Pharmacy, Central University of Rajasthan, NH-8, Bandarsindri, Ajmer 305817, Rajasthan, India.
J Org Chem. 2023 Feb 17;88(4):2023-2033. doi: 10.1021/acs.joc.2c02244. Epub 2023 Feb 8.
A serendipitous Rauhut-Currier dimerization of 1,1-disubstituted activated olefins derived from Morita-Baylis-Hillman adducts was observed in the presence of DABCO. The reaction is driven by the migration of an acyl group and produces multifunctionalized enol esters in yields greater than 90% in most cases, without necessitating column chromatographic purification. The acyl transfer is thought to proceed via a transition state typical of a Morita-Baylis-Hillman (MBH) reaction, supported by a brief mechanistic study involving computational calculations.
在 DABCO 的存在下，观察到由 Morita-Baylis-Hillman 加合物衍生的 1,1-二取代活化烯烃的偶然 Rauhut-Currier 二聚反应。在大多数情况下，该反应由酰基迁移驱动，产率大于 90%，无需柱色谱纯化即可得到多官能化的烯醇酯。酰基转移被认为通过 Morita-Baylis-Hillman (MBH) 反应的典型过渡态进行，这得到了涉及计算计算的简短机理研究的支持。
