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Total synthesis of cis-reticulatacin-10-ones A and B: absolute stereochemical assignment
Sherif B. Abdel Ghani, Lynda J. Brown, Bruno Figadère and Richard C. D. Brown Org. Biomol. Chem., 2010,8, 4543-4545
DOI:
10.1039/C0OB00259C,
Communication
cis-Reticulatacin-10-ones A and B were synthesised as a predefined mixture of diastereoisomers (dr ∼ 1 : 9) in nine steps from the acid chloride8, and without the use of hydroxylprotecting groups. Comparison of the chiral HPLCchromatogram 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).