Lewis sulfated derivatives, synthesis

A. Lubineau and R. Lemoine, Regjoselective sulfation of galactose derivatives through the sttumylene procedure. New synthesis of the 3 -(>-sulfated Lewis trisaccharide. Tetrahedron Lett 35 8795 (1994). 

N—C—O + C—C. The construction of the oxazole ring by the condensation of a-halogeno ketones with primary amides (equation 122) is the Bliimlein-Lewy synthesis (1884/1888). The method succeeds best when the resulting oxazole contains one or more aryl substituents. The use of formamide leads to oxazoles with a free 2-position and in this case it is possible that the reaction proceeds as in equation (113). 2-Aminooxazoles are produced by the action of a-halogeno ketones on urea and its derivatives (equation 123) or on cyanamide (80ZOR2185). The mercury(II) sulfate-catalyzed condensation of alkynic alcohols or their esters with primary amides leads to trisubstituted oxazoles (equation 124). 

Hasaninejad A, Zare A et al (2009) Zirconium tetrakis (dodecyl sulfate)[Zr(DS) ] as an efficient Lewis acid-surfactant combined catalyst for the synthesis of quinoxaline derivatives in aquous media. Syn Commun 39 569-579... 

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