Stereocontrolled synthesis of (+)-boronolide.
Boronolide was synthesized stereoselectively from hydroxyacetylfuran 5 and valeraldehyde 6 using a novel dizinc aldol catalyst. Ring closing metathesis provides the lactone ring. The synthesis requires 12 steps and proceeds in 26% overall yield. [reaction: see text]
D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry*; D016488:Medicine, African Traditional; D018514:Plant Structures / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism
D007783:Lactones; C469612:boronolide