An Enantioselective Access to 1-Alkyl-1,2,3,4-tetrahydroisoquinolines. Application to a New Synthesis of (−)-Argemonine<sup>†</sup> Jean-Jacques Youte Denis Barbier Ali Al-Mourabit Dino Gnecco Christian Marazano 10.1021/jo0357869.s001 https://acs.figshare.com/articles/journal_contribution/An_Enantioselective_Access_to_1_Alkyl_1_2_3_4_tetrahydroisoquinolines_Application_to_a_New_Synthesis_of_Argemonine_sup_sup_/3342679 Potassium ferricyanide oxidation of salt <b>1 </b>gave isoquinolinone <b>7 </b>whose treatment with Grignard reagents resulted in a high-yield formation of substituted isoquinolinium salts <b>5</b>. The selectivity of the reduction of these salts to give derivatives <b>6</b> has been studied. Particularly good selectivities (82−84%) were observed when R is a benzylic group. On the basis of these results, a practical and enantioselective synthesis of the natural alkaloid (−)-argemonine is presented. 2004-04-16 00:00:00 benzylic group New Synthesis Grignard reagents derivatives 6 isoquinolinium salts 5 enantioselective synthesis isoquinolinone 7 Enantioselective Access salt 1