Macrocyclisation: The tin directed reaction of a carbohydrate derivative with succinyl chloride

作者: Mathys M. Basson , Martin W. Bredenkamp , Cedric W. Holzapfel

DOI: 10.1016/S0040-4039(00)95263-8

关键词:

摘要: Abstract Condensation of methyl 4,6-O-benzylidene-2,3-O-dibutylstanylene-α-D-glucopyranoside with succinyl chloride furnished two macrocyclic tetralactones, a hexalactone and an octalactone.

参考文章(9)
Abraham Shanzer, Jacqueline Libman, Hugo E. Gottlieb, Optical enrichment of diols via their organotin complexes Journal of Organic Chemistry. ,vol. 48, pp. 4612- 4617 ,(1983) , 10.1021/JO00172A034
Abraham Shanzer, Jacqueline Libman, Felix Frolow, Macrocyclic carbonyl compounds as structural models of natural ion carriers Accounts of Chemical Research. ,vol. 16, pp. 60- 67 ,(1983) , 10.1021/AR00086A005
Abraham Shanzer, Jacqueline Libman, Hugo Gottlieb, Felix Frolow, Synthesis with tin templates. A new family of diastereomeric macrocycles Journal of the American Chemical Society. ,vol. 104, pp. 4220- 4225 ,(1982) , 10.1021/JA00379A028
J. Fraser Stoddart, Chiral Crown Ethers Topics in Stereochemistry. ,vol. 17, pp. 207- 288 ,(2007) , 10.1002/9780470147269.CH3
Laetitia den Drijver, Cedric W Holzapfel, Johannes M Koekemoer, Gert J Kruger, Martha S van Dyk, None, Regioselective oxidation of carbohydrate triols: facile synthesis of 2,3-O-isopropylidene-β-d-threo-hexo-2,4-diulo-pyranose and 1,2-O-isopropylidene-β-d-threo-hexo-2,5,diulo-pyranose Carbohydrate Research. ,vol. 155, pp. 141- 150 ,(1986) , 10.1016/S0008-6215(00)90140-X
Laetitia Den Drijver, Cedric W Holzapfel, Martha S van Dyk, Gert J Kruger, None, Photochemical oxidation of partially protected derivatives of α-d-glucofuranose and β-d-fructofuranose Carbohydrate Research. ,vol. 161, pp. 65- 73 ,(1987) , 10.1016/0008-6215(87)84006-5
Abraham Shanzer, Nava Mayer-Shochet, Tin derivatives for synthesis: the preparation of macrocyclic lactones Journal of The Chemical Society, Chemical Communications. pp. 176- 177 ,(1980) , 10.1039/C39800000176
Abraham Shanzer, N. Mayer-Shochet, F. Frolow, D. Rabinovich, Synthesis with tin templates: preparation of macrocyclic tetralactones Journal of Organic Chemistry. ,vol. 13, pp. 4662- 4665 ,(1981) , 10.1021/JO00336A005