Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences , Nanyang Technological University , 21 Nanyang Link , Singapore 637371.
State Key Laboratory of Chemical Oncogenomics, Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology , Peking University Shenzhen Graduate School , Nanshan District , Shenzhen 518055 , China.
Org Lett. 2019 Aug 2;21(15):5990-5994. doi: 10.1021/acs.orglett.9b02130. Epub 2019 Jul 24.
A nickel-catalyzed reductive cyclization of enones affords a wide array of indanones in high enantiomeric induction. The reaction is featured with an unprecedented broad scope of substrates. The versatility of the new method is demonstrated in several short stereoselective syntheses of medically valuable ()-tolterodine, parent and deuterated (+)-indatraline, and an antitumor natural product, (+)-multisianthol. In comparison, these compounds cannot be prepared satisfactorily via analogous processes catalyzed by palladium.
镍催化的烯酮还原环化反应以高对映诱导选择性地得到了广泛的茚满酮。该反应具有前所未有的广泛底物范围。该新方法的多功能性在几种医学上有价值的()-托特罗定、母体和氘代(+)-吲达他林以及一种抗肿瘤天然产物(+)-金丝桃苷的短立体选择性合成中得到了证明。相比之下,这些化合物不能通过钯催化的类似过程令人满意地制备。