Slawomir Jarosz
Institute of Organic Chemistry Polish Academy of Sciences, Poland
Title: An approach to macrocyclic derivatives with sucrose scaffold
Biography
Biography: Slawomir Jarosz
Abstract
Sucrose(1),a-D-glucopyranosyl-b-D-fructofuranoside, composed of D-glucopyranose and D-fructofuranose units connected via their anomeric positions, is undoubtedly the most common disaccharide existing in nature. Its worldwide production exceeds 160 million tons, most of which is consumed by the food market. Relatively small percentage, which cannot be absorbed by the food industry, accounts, however, for several million tons; this huge overproduction has to be utilized in other ways. No wonder that great interest is directed to use of this ‘redundant’ sucrose in other than nutritive fields, such as biodegradable polymers or surfactants. There is also an increasing interest in application of sucrose as a ‘normal’ chemical. We are engaged in the application of sucrose for the preparation of fine chemicals. The key-substrate for this purpose is diol 2, in which the terminal hydroxyl groups are free and the remaining six are protected as benzyl ethers. Such derivative was used as a platform for construction of the analogs of crown and aza-crown ether analogs (3) and other macrocyclic derivatives such as 4. Several derivatives of type 3 have interesting complexing properties able to distinguish chiral ammonium cations. Macrocycles of type 4 have interesting conformational properties.