title: Biomimetic Enantioselective Total Synthesis of (-)-Mycoleptodiscin A.
abstract: Biomimetic total synthesis of (-)-mycoleptodiscin A (1) was achieved starting from the enantiopure key intermediate, which was prepared by Friedel-Crafts reaction between 7-methoxyindole and chiral primary allylic alcohol. The crucial step in this synthesis was an intramolecular Friedel-Crafts reaction at C-4 of the indole derivative driven by the EDG/EWG within a compound that was rationally designed to prevent the cyclization reaction at the C-2 positon of indole, thereby successfully providing the complete carbon framework of 1. This intramolecular Friedel-Crafts reaction at C-4 of indole derivative could be applied for the synthesis of other C-4-substituted indole alkaloid natural products.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Kanpur , Kanpur 208016, India rieval.
authors.forename: Dattatraya H
authors.identifier: 0000-0003-2734-210X
authors.initials: DH
authors.lastname: Dethe
authors.affiliation: Department of Chemistry, Indian Institute of Technology Kanpur , Kanpur 208016, India rieval.
authors.forename: Susanta Kumar
authors.initials: SK
authors.lastname: Sau
authors.affiliation: Department of Chemistry, Indian Institute of Technology Kanpur , Kanpur 208016, India rieval.
authors.forename: Samarpita
authors.initials: S
authors.lastname: Mahapatra