Murthy Akondi Srirama, Donikela Sangeetha, Reddy Cirandur Suresh, Chegondi Rambabu
†Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
‡Department of Chemistry, Sri Venkateswara University, Tirupati 517502, India.
J Org Chem. 2015 Jun 5;80(11):5566-71. doi: 10.1021/acs.joc.5b00493. Epub 2015 May 12.
A mild and efficient Pd-catalyzed arylative domino carbocyclization of cyclohexadienone-containing 1,6-enynes is described. The reaction tolerates a variety of functionalized boronic acids to afford a cis-fused bicyclic framework containing an α,β-unsaturated ketone with excellent regio- and diastereoselectivity in good yields. The tandem process proceeds with β-arylation of propargylic ether followed by conjugate addition of a vinyl palladium intermediate and subsequent protonolysis of a palladium enolate.
本文描述了一种温和且高效的钯催化含环己二烯酮的1,6-烯炔的芳基化多米诺碳环化反应。该反应能耐受多种官能化硼酸，以良好的产率提供含有α,β-不饱和酮的顺式稠合双环骨架，具有优异的区域和非对映选择性。串联过程通过炔丙基醚的β-芳基化、随后乙烯基钯中间体的共轭加成以及烯醇钯盐的质子解反应进行。
