No abstract

Other 5-membered heterocycles R 0330 Chiral Version of the Burgess Reagent and Its Reactions with Epoxides. -A Burgess-type reagent bearing a chiral menthyl ester group is investigated in the reaction with epoxides (I). The resulting mixture of diastereomeric sulfamidates is converted to trans-amino alcohols with good e.e. -(LEISCH, H.; SAXON, R.; SULLIVAN, B.; HUDLICKY*, T.; Synlett 2006, 3, 445-449; Dep. Chem., Brock Univ., St. Catharines, Ont. L2S 3A1, Can.; Eng.) -Mais 25-154

A chiral auxiliary version of the Burgess reagent was prepared, and its reactions with epoxides were studied. Diastereomeric sulfamidates were converted to both enantiomers of protected trans-amino alcohols with ee of 84-98%.