title: Total synthesis of a piperidine alkaloid, microcosamine A.
abstract: The first asymmetric total synthesis of a new natural piperidine alkaloid, microcosamine A, has been accomplished from d-serine and d-methyl lactate as chiral pool starting materials. Key features of the strategy include the utility of Horner-Wadsworth-Emmons reaction, Luche reduction, intramolecular carbamate N-alkylation to form the piperidine framework and Julia-Kocienski olefination to install the triene side-chain.
authors.affiliation: Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad, India 500 007. rajireddy@iict.res.in.
authors.forename: Chada
authors.initials: C
authors.lastname: Raji Reddy
authors.forename: Bellamkonda
authors.initials: B
authors.lastname: Latha
authors.forename: Kamalkishor
authors.initials: K
authors.lastname: Warudikar
authors.forename: Kiran Kumar
authors.initials: KK
authors.lastname: Singarapu
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001688:Biological Products; D010880:Piperidines; C539134:microcosamine A