title: Asymmetric synthesis and absolute configuration of streptophenazine G.
abstract: The asymmetric synthesis of the antibacterial natural product, streptophenazine G, has been achieved by employing asymmetric alkylation and asymmetric aldol reactions using chiral oxazolidinones as the key steps. The originally proposed structure for streptophenazine G has been revised, and its absolute configuration has been determined to be 1'S,2'R,6'S. The asymmetric total synthesis of 6'-epi-streptophenazine G is also described.
authors.affiliation: Medicinal Chemistry Department, AMRI, 26 Corporate Circle, P.O. Box 15098, Albany, New York 12212-5098, USA. zhicai.yang@amriglobal.com
authors.forename: Zhicai
authors.initials: Z
authors.lastname: Yang
authors.forename: Xiaomin
authors.initials: X
authors.lastname: Jin
authors.forename: Michael
authors.initials: M
authors.lastname: Guaciaro
authors.forename: Bruce F
authors.initials: BF
authors.lastname: Molino
mesh_terms: D000478:Alkylation; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010619:Phenazines / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D001688:Biological Products; D010619:Phenazines; C574396:streptophenazine G