title: Catalytic Enantioselective Decarboxylative Allylations of a Mixture of Allyl Carbonates and Allyl Esters: Total Synthesis of (-)- and (+)-Folicanthine.
abstract: A highly enantioselective decarboxylative allylation of a mixture of enol carbonates and allyl esters has been achieved. The strategic viability of this methodology has been demonstrated through the total synthesis of cyclotryptamine alkaloids (-)- and (+)-folicanthine (1 a) and the formal total synthesis of (-)-chimonanthine (1 b), (+)-calycanthine (1 c), and (-)-ditryptophenaline (1 d).
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal - 462066, Madhya Pradesh (India).
authors.forename: Santanu
authors.initials: S
authors.lastname: Ghosh
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal - 462066, Madhya Pradesh (India).
authors.forename: Saikat
authors.initials: S
authors.lastname: Chaudhuri
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal - 462066, Madhya Pradesh (India). alakesh@iiserb.ac.in.
authors.forename: Alakesh
authors.initials: A
authors.lastname: Bisai
mesh_terms: D000498:Allyl Compounds / Q000138:chemical synthesis; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D004952:Esters; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009287:Naphthyridines / Q000138:chemical synthesis / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D002254:Carbonates; D004952:Esters; D007211:Indoles; D009287:Naphthyridines; D011758:Pyrroles; C437184:ditryptophenaline; C521485:folicanthine; C521484:chimonanthine; C070236:calycanthine
keywords: alkaloids; allylation; enantioselectivity; palladium; quaternary stereocentres