title: Construction of chiral tertiary alcohol stereocenters via the [2,3]-Meisenheimer rearrangement: enantioselective synthesis of the side-chain acids of homoharringtonine and harringtonine.
abstract: For the first time, the [2,3]-Meisenheimer rearrangement has been developed into a general strategy for the construction of chiral tertiary alcohols. The effectiveness and practicality of this methodology are illustrated by the successful synthesis of (R)-20 and (R)-30, the side chain acids of homoharringtonine and harringtonine, respectively.
authors.affiliation: School of Pharmaceutical Science, Zhengzhou University, Zhengzhou, 450001, China. yanghua@zzu.edu.cn
authors.forename: Hua
authors.initials: H
authors.lastname: Yang
authors.forename: Moran
authors.initials: M
authors.lastname: Sun
authors.forename: Shuguang
authors.initials: S
authors.lastname: Zhao
authors.forename: Ming
authors.initials: M
authors.lastname: Zhu
authors.forename: Yangla
authors.initials: Y
authors.lastname: Xie
authors.forename: Changling
authors.initials: C
authors.lastname: Niu
authors.forename: Chunlin
authors.initials: C
authors.lastname: Li
mesh_terms: D000143:Acids / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D006248:Harringtonines / Q000138:chemical synthesis* / Q000737:chemistry; D000077863:Homoharringtonine; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000143:Acids; D000438:Alcohols; D006248:Harringtonines; C062500:harringtonin; D000077863:Homoharringtonine