22688-04-6Relevant academic research and scientific papers
Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction
Carlet, Federica,Bertarini, Greta,Broggini, Gianluigi,Pradal, Alexandre,Poli, Giovanni
supporting information, p. 2162 - 2168 (2021/04/02)
A new C(sp3)?H functionalization reaction consisting of the oxidative α-allylation of allyl- and benzyl- methyl ethers has been developed. The C?C coupling could be carried out under mild conditions thanks to the use of cheap and green oxoammonium salts. The scope of the reaction was studied over 27 examples, considering the nature of the substituents on the two coupling partners.
Oxidative cleavage of allyl ethers by an oxoammonium salt
Kelly, Christopher B.,Ovian, John M.,Cywar, Robin M.,Gosselin, Taylor R.,Wiles, Rebecca J.,Leadbeater, Nicholas E.
supporting information, p. 4255 - 4259 (2015/04/14)
A method to oxidatively cleave allyl ethers to their corresponding aldehydes mediated by an oxoammonium salt is described. Using a biphasic solvent system and mild heating, cleavage proceeds readily, furnishing a variety of α,β-unsaturated aldehydes and ketones.
Enantioselective Prevost and Woodward reactions using chiral hypervalent iodine(iii): Switchover of stereochemical course of an optically active 1,3-dioxolan-2-yl cation
Fujita, Morifumi,Wakita, Mikimasa,Sugimura, Takashi
supporting information; experimental part, p. 3983 - 3985 (2011/05/04)
Optically active 1,3-dioxolan-2-yl cation intermediates were generated during enantioselective dioxyacetylation of alkene with chiral hypervalent iodine(III). Regioselective attack of a nucleophile toward the intermediate resulted in reversal of enantioselectivity of the dioxyacetylation. The Royal Society of Chemistry.
Absolute reactivity of arylallyl carbocations
Hallett-Tapley, Geniece,Cozens, Frances L.,Schepp, Norman P.
experimental part, p. 343 - 348 (2010/04/30)
A series of α-vinyl arylmethyl cations were generated and studied using nanosecond laser flash photolysis. Rate constants for the decay of the substituted α-vinyl arylmethyl cations were determined under solvolytic conditions in pure solvents and solvent
Gold-catalyzed intermolecular hydroalkoxylation of allenes; difference in mechanism between hydroalkoxylation and hydroamination
Nishina, Naoko,Yamamoto, Yoshinori
, p. 4908 - 4911 (2008/09/21)
A wide range of alcohols 2 react with various allenes 1 in the presence of ClAuPPh3/AgOTf catalyst at ambient temperature without solvent to produce allylic ethers 3. Contrary to the hydroamination, which proceeds through high chiral-face selec
