title: Total synthesis of cis-reticulatacin-10-ones A and B: absolute stereochemical assignment.
abstract: cis-Reticulatacin-10-ones A and B were synthesised as a predefined mixture of diastereoisomers (dr ∼ 1 : 9) in nine steps from the acid chloride 8, and without the use of hydroxyl protecting groups. Comparison of the chiral HPLC chromatogram of the synthetic sample with that of the natural product isolated from the roots of the tropical fruit tree Annona muricata L. showed the natural product to be a mixture of A and B diastereoisomers (dr ∼ 1 : 1).
authors: Plant Protection Department, Faculty of Agriculture, Ain Shams University, Hadayek Shoubra 11241, Cairo, Egypt.
authors: Sherif B
authors: SB
authors: Abdel Ghani
authors: Lynda J
authors: LJ
authors: Brown
authors: Bruno
authors: B
authors: Figadère
authors: Richard C D
authors: RC
authors: Brown
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D031041:Annona / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D005663:Furans / Q000138:chemical synthesis*; D007783:Lactones / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D005663:Furans; D007783:Lactones; C545822:reticulatacin; D015107:4-Butyrolactone