title: Biomimetic synthesis of hyperolactones.
abstract: Through a biomimetic pathway, hyperolactone D, 4-hydroxyhyperolactone D, and hyperolactone C were synthesized from methyl acetoacetate via Weiler's dianion method, asymmetric allylic alkylation, biomimetic lactonization, oxidation, and cyclization. The stereochemistry of the quaternary carbon was controlled efficiently by Palladium-catalyzed asymmetric allylic alkylation. This strategy was also used for the synthesis of hyperolactone B.
authors: State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, 222 Tianshui South Road, Lanzhou, Gansu 730000, China.
authors: Yingying
authors: Y
authors: Wu
authors: Chao
authors: C
authors: Du
authors: Congcong
authors: C
authors: Hu
authors: Ying
authors: Y
authors: Li
authors: Zhixiang
authors: Z
authors: Xie
mesh_terms: D032701:Biomimetics / Q000379:methods*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D005663:Furans; C488315:hyperolactone C