114423-22-2Relevant 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.
supporting information; experimental part, 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.
Zeolite β-Induced Rearrangement of Alkoxybenzyl Allyl Ethers to Aldehydes and Ketones. 5.1 Variation of the Allylic Moiety
Wennerberg, Johan,Olofsson, Charlotte,Frejd, Torbjoern
, p. 3595 - 3598 (2007/10/03)
Allylic PMB ethers rearranged in the presence of zeolite β to form 4-arylbutanals or 5-arylpentanones depending on the substituent pattern of the allylic moiety. Best results were obtained with substrates carrying simple substituents in the allylic 2-posi
Mechanistic aspects of the zeolite β induced rearrangement of alkoxybenzyl allyl ethers to aldehydes and ketones
Wennerberg, Johan,Frejd, Torbjoern
, p. 95 - 99 (2007/10/03)
The mechanism for the novel zeolite β catalyzed rearrangement of alkoxybenzyl allyl ethers to aldehydes and ketones has been investigated by use of cross reactions and deuterium labeling. The reaction is mainly intramolecular and may be described as a nucleophilic attack of the double bond on the electrophilic benzylic carbon of the ether-Lewis acid complex, followed by a 1,2-hydride (or alkyl) migration. Acta Chemica Scandinavica 1998.
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.
