1865-78-7Relevant academic research and scientific papers
Enantiospecific bromonium ion generation and intramolecular capture: A model system for asymmetric bromonium ion-induced polyene cyclisations
Braddock, D. Christopher,Marklew, Jared S.,Thomas, Alexander J. F.
, p. 9051 - 9053 (2011/10/05)
Scalemic bromonium ions generated enantiospecifically by the action of catalytic triflic acid on scalemic regioisomeric bromohydrin derivatives are trapped intramolecularly, enantiospecifically and regioselectively to give bicyclic brominated carbocycles in excellent yield and high enantiomeric excess. This enantiospecific pathway is not significantly perturbed by the addition of a trisubstituted alkene.
Friedel-Crafts Cyclialkylations of Some Epoxides. 3. Cyclizations of Tertiary and Meta-Substituted Arylalkyl Epoxides
Taylor, Stephen K.,Blankespoor, Curtis L.,Harvey, Suzanne M.,Richardson, Lynell J.
, p. 3309 - 3312 (2007/10/02)
The intramolecular cyclization of aryl groups to tertiary epoxide position was investigated, and the results were used to test the applicability of Baldwin's rules to this specific class of reactions.As a probe into mechanism of reactions studied earlier, the cyclizations of some meta-substituted 1,2-epoxy-5-phenylpentanes were examined to determine positional selectivities.The data obtained were compared with those of other studies, and comments are made on the reaction mechanism.
