463299-23-2Relevant academic research and scientific papers
Regioselectivity in a highly efficient, microwave-assisted epoxide aminolysis
Desai, Hinal,D'Souza, Brendan R.,Foether, Devin,Johnson, Benjamin F.,Lindsay, Harriet A.
, p. 902 - 910 (2008/01/06)
We have developed a microwave-assisted aminolysis of epoxides as an efficient method for synthesizing a number of β-amino alcohols. In most cases, including in reactions of amines with a trisubstituted epoxide, only one equivalent of amine is required to
Substitution reactions of hindered cyclic sulfamidates
Posakony, Jeffrey J.,Tewson, Timothy J.
, p. 859 - 864 (2007/10/03)
Five- and six-membered cyclic sulfamidates, [1,2,3]-oxathiazolidineand [1,2,3]-oxathiazinane-2,2-dioxides, with the leaving group oxygen at sterically hindered centers were synthesized and treated with selected nucleophiles (azide, cyanide, fluoride, butylamine, sec-butylamine, tert-amylamine, and imidazole) in substitution reactions to demonstrate the general utility and limitations of these substrates. Substitutions adjacent to quaternary carbon centers were accomplished with relative ease. In contrast to the 4,4-dimethyl substituted 5-membered sulfamidate 1, which reacted with the entire set of nucleophiles, the more hindered 5-membered and 6-membered sulfamidates (7 and 6, respectively) reacted only with the first few of this set.
