Laboratorio de Síntesis Orgánica, Unidad de Cartografía Cerebral, Instituto Pluridisciplinar, Universidad Complutense, 28040 Madrid, Spain.
Org Lett. 2012 Mar 2;14(5):1187-9. doi: 10.1021/ol300272j. Epub 2012 Feb 16.
A new stereoselective tandem reaction consisting of the metal-free conjugate addition of boronic acids followed by an intramolecular ring opening of a cyclic acetal has been disclosed. Optically pure polysubstituted tetrahydropyrans have been synthesized diastereoselectively by this new reaction. Two new C-C bonds and up to three stereocenters are formed in a single step, allowing the generation of quaternary stereocenters.
一种新的立体选择性串联反应,包括硼酸的无金属共轭加成,随后是环状缩醛的分子内环开,已经被揭示。通过这种新反应,立体选择性地合成了光学纯的多取代四氢吡喃。在一步反应中形成了两个新的 C-C 键和最多三个立体中心,允许生成季立体中心。