title: Stereoselective synthesis of a protected form of (6R,7E,9S,10R,12Z)-6,9,10-trihydroxy-7,12-hexadecadienoic acid.
abstract: The protected stereoisomer of a trihydroxy unsaturated fatty acid, which could be employed as a potential nigricanoside α-chain building block, was synthesized by using Evans asymmetric alkylation, Sharpless kinetic resolution, and diastereoselective reduction as the key steps.
authors.affiliation: Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University, Aoba-lu, Sendai, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Kurashina
authors.forename: Shigefumi
authors.initials: S
authors.lastname: Kuwahara
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D045744:Cell Line, Tumor; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D005227:Fatty Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis* / Q000737:chemistry*; D006801:Humans; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000970:Antineoplastic Agents; D005227:Fatty Acids; D005231:Fatty Acids, Unsaturated