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Total synthesis of cis-reticulatacin-10-ones A and B: absolute stereochemical assignment
Journal article   Peer reviewed

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

Sherif B. Abdel Ghani, Lynda J. Brown, Bruno Figadere and Richard C. D. Brown
Organic & biomolecular chemistry, Vol.8(20), pp.4543-4545
21/10/2010
PMID: 20733975

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
cis-Reticulatacin-10-ones A and B were synthesised as a predefined mixture of diastereoisomers (dr similar to 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 similar to 1:1).

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