Org Biomol Chem. 2010 Oct 21;8(20):4543-5. Epub 2010 Aug 23.

Total synthesis of cis-reticulatacin-10-ones A and B: absolute stereochemical assignment.

Abdel Ghani SB, Brown LJ, Figadère B, Brown RC.

Source

Plant Protection Department, Faculty of Agriculture, Ain Shams University, Hadayek Shoubra 11241, Cairo, Egypt.

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).

PMID:: 20733975; [PubMed - indexed for MEDLINE]

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