1258203-89-2Relevant academic research and scientific papers
Divergent Access to (1,1) and (1,2)-Azidolactones from Alkenes using Hypervalent Iodine Reagents
Alazet, Sébastien,Le Vaillant, Franck,Nicolai, Stefano,Courant, Thibaut,Waser, Jerome
supporting information, p. 9501 - 9504 (2017/07/22)
A versatile synthesis of azidolactones through azidation and cyclization of carboxylic acids onto alkenes has been developed. Based on either photoredox or palladium catalysis, (1,1) and (1,2) azido lactones can be selectively synthesized. The choice of catalyst and benziodoxol(on)e reagent serving as azide source was essential to initiate either a radical or Lewis acid mediated process with divergent outcome. These transformations were carried out under mild conditions using a low catalyst loading and gave access to a large scope of azido lactones.
Copper-Catalyzed Amino Lactonization and Amino Oxygenation of Alkenes Using O-Benzoylhydroxylamines
Hemric, Brett N.,Shen, Kun,Wang, Qiu
supporting information, p. 5813 - 5816 (2016/06/09)
A copper-catalyzed amino lactonization of unsaturated carboxylic acids has been achieved as well as the analogous intermolecular three-component amino oxygenation of olefins. The transformation features mild conditions and a remarkably broad substrate sco
Copper-mediated/catalyzed oxyalkylation of alkenes with alkylnitriles
Bunescu, Ala,Wang, Qian,Zhu, Jieping
supporting information, p. 14633 - 14636 (2015/01/09)
A copper-promoted oxyalkylation of alkenes with alkylnitriles has been developed. The protocol provides rapid access to phthalides (γ-lactones) or isochromanones (d-lactones) via the formation of a C(sp3)-C(sp3) and a C(sp3)-O bond with the generation of up to two quaternary carbon atoms. Mechanistic studies suggest that this reaction is initiated by the formation of the C(sp3)-C(sp3) bond rather than the C(sp3)-O bond. Catalytic conditions were subsequently developed using carboxylic acid as an internal nucleophile.
Interfacial electric field effects on a carbene reaction catalyzed by Rh porphyrins
Gorin, Craig F.,Beh, Eugene S.,Bui, Quan M.,Dick, Graham R.,Kanan, Matthew W.
, p. 11257 - 11265 (2013/08/23)
An intramolecular reaction catalyzed by Rh porphyrins was studied in the presence of interfacial electric fields. 1-Diazo-3,3-dimethyl-5-phenylhex-5-en- 2-one (2) reacts with Rh porphyrins via a putative carbenoid intermediate to form cyclopropanation pro
