Stereochemical revision

Shinohara T, Deng H, Snapper ML, Hoveyda AH (2005) Isocomplestatin Total Synthesis and Stereochemical Revision. J Am Chem Soc 127 7334... 

Several X-ray diffraction analyses of degradation products of lycoctonine have been reported the major outcome is that the methoxyl group at position 1 in the alkaloid is a. This has necessitated stereochemical revision at C-1 of a large group of structurally related bases (0. E. Edwards et al., Acta Cryst., Sect. A, Suppl, 1981, C-211 Pelletier et... 

Kim J, Movassaghi M (2011) Concise Total Synthesis and Stereochemical Revision of (-r)-Naseseazines A and B Regioselective Arylative Dimerization of Diketopiperazine Alkaloids. J Am Chem Soc 133 14940... 

Our interest in the polyoxin group of antibiotics [50] was focused on the nature of polyoximic acid [51], a deceptively simple azetidine carboxylic acid derivative which had eluded the efforts of synthetic chemists [52] since the original publication of the structure. Only recently was a synthesis reported for /rnatural product based on low field NMR stupes [51]. A total synthesis of this acid in our laboratory [54,55], and comparison of NMR spectra with a sample kindly provided by Professor Isono showed that they were different. The sample of the naturally-derived amino acid was suitable for X-ray analysis (even after 20 years of isolation and storage ), and it proved to be ci5-polyoximic acid [54]. A new synthesis of this isomer was undertaken and confirmed its structural as well as stereochemical identity (Scheme 9) [55]. TTie stereochemical revision of polyoximic acid could... 

Lyngbyaloside B, a Marine Macrolide Glycoside Total Synthesis and Stereochemical Revision... 

Tone H, Buchotte M, Mordant C, Guittet E, Ayad T, Ratovelomanana-Vidal V. Asymmetric total synthesis and stereochemical revision of gymnangiamide. Org. Lett. 2009 11(9) 1995-1997. 

Lumin, S. and Falck, J.R. (1990) Synthesis and stereochemical revision of a bioactive dihydroxy-eicosanoid isolated from the red marine alga Farlowia moUis. Tetrahedron Lett., 31, 2971-2974. 

Ciavatta, M.L., Gavagnin, M., Manzo, E., Puliti, R., Mattia, C.A., Mazarella, L., Cimino, G., Simpson, J.S., and Garson, M.J. (2005) Structural and stereochemical revision of isocyanide and isothiocyanate amphilectenes from the Caribbean marine sponge Cribochalina sp. Tetrahedron, 61, 8049-8053. 

Sepe, V, D Auria, M.V., Bifulco, G., Ummarino, R., and Zampella, A. (2010) Concise synthesis of AHMHA unit in perthamide C. Structural and stereochemical revision of perthamide C. Tetrahedron, 66, 7520-7526. 

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