Laboratoire Chimie Provence, LCP UMR 6264, Aix-Marseille Université, Faculté des Sciences St Jérôme, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France.
J Am Chem Soc. 2010 Oct 27;132(42):14742-4. doi: 10.1021/ja106668d.
The cascade rearrangement of chiral enediynes 1c-e, involving successively 1,3-proton shift, Saito-Myers cyclization, 1,5-hydrogen atom transfer, and intramolecular coupling of the resulting biradical, proceeded at 80 °C to form tri- and tetracyclic heterocycles possessing a quaternary stereogenic center with a very high level of memory of chirality.
手性烯二炔 1c-e 的级联重排,涉及依次的 1,3-质子迁移、Saito-Myers 环化、1,5-氢原子转移以及生成的双自由基的分子内偶联,在 80°C 下进行,形成具有四级手性中心的三环和四环杂环,具有非常高的手性记忆水平。