title: The first asymmetric total synthesis of (+)-coriandrone A and B.
abstract: The first enantioselective total synthesis of (+)-coriandrone A and B, two bioactive natural products, has been achieved in 10 steps and 11 steps starting from commercially available methyl 2-hydroxy-4-methoxybenzoate. Key reactions include a Claison rearrangement, a Shi-type epoxidation-cyclization sequence and ortho-metallation of t-butylbenzamides with (S)-(-)-propylene oxide reaction.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China. xuejj@lzu.edu.cn liying@lzu.edu.cn.
authors.forename: Wenjing
authors.initials: W
authors.lastname: Wang
authors.forename: Jijun
authors.initials: J
authors.lastname: Xue
authors.forename: Tian
authors.initials: T
authors.lastname: Tian
authors.forename: Yingdong
authors.initials: Y
authors.lastname: Jiao
authors.forename: Ying
authors.initials: Y
authors.lastname: Li
mesh_terms: D001549:Benzamides / Q000737:chemistry*; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001549:Benzamides; D003374:Coumarins; D004852:Epoxy Compounds; C587838:coriandrone A; C587839:coriandrone B; C009068:propylene oxide