title: Formal synthesis of (±)-morphine.
abstract: The pain ends here: A novel synthetic strategy for the construction of (±)-morphine rings B and E was developed, in which SmI2 -promoted reductive coupling/desulfurization and tandem alcoholysis/oxa-Michael addition featured as the key steps for the assembly of the C9-C14 and C5-O bonds, respectively. Asymmetric tandem alcoholysis/oxa-Michael addition was also feasible for the enantiocontrolled synthesis of morphine.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 Tianshui Nanlu, Lanzhou 730000, China.
authors.forename: Jing
authors.initials: J
authors.lastname: Li
authors.forename: Guo-Liang
authors.initials: GL
authors.lastname: Liu
authors.forename: Xian-He
authors.initials: XH
authors.lastname: Zhao
authors.forename: Ji-Yuan
authors.initials: JY
authors.lastname: Du
authors.forename: Hu
authors.initials: H
authors.lastname: Qu
authors.forename: Wen-Dao
authors.initials: WD
authors.lastname: Chu
authors.forename: Ming
authors.initials: M
authors.lastname: Ding
authors.forename: Cong-Yang
authors.initials: CY
authors.lastname: Jin
authors.forename: Meng-Xue
authors.initials: MX
authors.lastname: Wei
authors.forename: Chun-An
authors.initials: CA
authors.lastname: Fan
mesh_terms: D000701:Analgesics, Opioid / Q000138:chemical synthesis* / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D003500:Cyclization; D061565:Cycloaddition Reaction; D008352:Mannich Bases; D015394:Molecular Structure; D009020:Morphine / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000701:Analgesics, Opioid; D008352:Mannich Bases; D009020:Morphine