title: First enantioselective total synthesis and configurational assignments of suberosenone and suberosanone as potential antitumor agents.
abstract: The first enantioselective total syntheses of two marine sesquiterpenes (1R)-suberosenone and (1R)-suberosanone are achieved leading to revision of the AC of natural (1S)-suberosanone. Key elements of the synthesis include hyperbaric asymmetric Michael addition and highly efficient silver trifluoroacetate mediated α-alkylation for the formation of ring A.
authors: CNRS-BioCIS UMR 8076, Chimie des Substances Naturelles, IPSIT and LabEx LERMIT, Faculté de Pharmacie, Université de Paris Sud, 5, rue J.-B. Clément, 92296 Châtenay-Malabry, France. francoise.dumas@u-psud.fr.
authors: Mohammad
authors: M
authors: Kousara
authors: Angélique
authors: A
authors: Ferry
authors: Franck
authors: F
authors: Le Bideau
authors: Kathalyn L
authors: KL
authors: Serré
authors: Isabelle
authors: I
authors: Chataigner
authors: Estelle
authors: E
authors: Morvan
authors: Joëlle
authors: J
authors: Dubois
authors: Monique
authors: M
authors: Chéron
authors: Françoise
authors: F
authors: Dumas
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D060326:Chemistry Techniques, Synthetic; D006801:Humans; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism
chemical_list: D000970:Antineoplastic Agents; D012717:Sesquiterpenes; C513512:suberosanone; C513511:suberosenone