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


Abdel Ghani, Sherif B., Brown, Lynda J., Figadère, Bruno and Brown, Richard C.D. (2010) Total synthesis of cis-reticulatacin-10-ones A and B: absolute stereochemical assignment. Organic & Biomolecular Chemistry, 8, (20), 4543-4545. (doi:10.1039/C0ob00259c). (PMID:20733975).

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Description/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).

Item Type: Article
ISSNs: 1477-0520 (print)
1477-0539 (electronic)
Subjects: Q Science > QD Chemistry
Divisions: University Structure - Pre August 2011 > School of Chemistry
Item ID: 180735
Date Deposited: 13 Apr 2011 08:35
Last Modified: 23 Jan 2013 12:41
Contributors: Abdel Ghani, Sherif B. (Author)
Brown, Lynda J. (Author)
Figadère, Bruno (Author)
Brown, Richard C.D. (Author)
Date: October 2010
Status: Published
URI: http://eprints.soton.ac.uk/id/eprint/180735

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