Takada Seijiro, Takaki Naoya, Yamada Kenta, Nishii Yoshinori
Department of Applied Chemistry, Faculty of Textile Science and Technology, Shinshu University, Tokida 3-15-1, Uea, Nagano 386-8567, Japan.
Org Biomol Chem. 2017 Mar 21;15(11):2443-2449. doi: 10.1039/c7ob00278e. Epub 2017 Mar 3.
Multi-substituted trans-dihydronaphthalenes were obtained in high enantiomeric excess from a TiCl-mediated cyclization of enantioenriched donor-acceptor cyclopropanes, followed by a triflation of the hydroxy groups. The C-OTf bond in these multi-substituted trans-dihydronaphthalenes is susceptible to further Pd-catalyzed hydrogenations and coupling reactions, which afforded the corresponding C-H or C-C bonded products.
通过对映体富集的供体-受体环丙烷进行TiCl介导的环化反应,随后对羟基进行三氟甲磺酸酯化反应,以高对映体过量获得了多取代的反式二氢萘。这些多取代的反式二氢萘中的C-OTf键易于进一步发生钯催化的氢化反应和偶联反应,从而得到相应的C-H或C-C键合产物。