Ontology highlight
ABSTRACT:
SUBMITTER: Despiau CF
PROVIDER: S-EPMC4255755 | biostudies-literature | 2014 Jul
REPOSITORIES: biostudies-literature
Despiau Carole F CF Dominey Andrew P AP Harrowven David C DC Linclau Bruno B
European journal of organic chemistry 20140527 20
A total synthesis of paroxetine is reported, with a diastereoselective and diastereoconvergent cobalt-catalysed sp<sup>3</sup>-sp<sup>2</sup> coupling reaction involving a 3-substituted 4-bromo-<i>N</i>-Boc-piperidine (Boc = <i>tert</i>-butoxycarbonyl) substrate as a key step. A 9:1 diastereoselectivity was obtained, while a control experiment involving a conformationally locked 3-substituted 4-bromo-<i>tert</i>-butyl cyclohexane ring proceeded with essentially complete stereoselectivity. ...[more]