00994nas a2200169 4500008004100000022001400041245010700055210006900162260000800231300001400239490000700253520038200260100001900642700001600661700001800677856012900695 2018 eng d a1477-052000aOrganocatalyst bound -aminoalkyl radical intermediate for controlled aerobic oxidation of iminium ions0 aOrganocatalyst bound aminoalkyl radical intermediate for control cJUL a5081-50850 v163 a

A catalyst bound -aminoalkyl radical intermediate from iminium is developed to control its formation and reactivity with aerobic oxygen. The influence of the catalyst was demonstrated via the ease of radical intermediate formation and its subsequent reactivity, including the first catalyst-controlled enantioselective aerobic oxidation with a chiral phosphite catalyst.

1 aMotaleb, Abdul1 aBera, Asish1 aMaity, Pradip uhttps://library.ncl.res.in/content/organocatalyst-bound-aminoalkyl-radical-intermediate-controlled-aerobic-oxidation-iminium02105nas a2200157 4500008004100000245010900041210006900150260000800219520149800227100001901725700001701744700001501761700002401776700001801800856012901818 2019 eng d00a Phosphite-Catalyzed C-H allylation of azaarenes via an enantioselective [2,3]-Aza-wittig rearrangement 0 aPhosphiteCatalyzed CH allylation of azaarenes via an enantiosele cAUG3 a

A phosphite-mediated [2,3]-aza-Wittig rearrangement has been developed for the regio- and enantioselective allylic alkylation of six-membered heteroaromatic compounds (azaarenes). The nucleophilic phosphite adducts of N-allyl salts undergo a stereoselective base-mediated aza-Wittig rearrangement and dissociation of the chiral phosphite for overall C-H functionalization of azaarenes. This method provides efficient access to tertiary and quaternary chiral centers in isoquinoline, quinoline, and pyridine systems, tolerating a broad variety of substituents on both the allyl part and azaarenes. Catalysis with chiral phosphites is also demonstrated with synthetically useful yields and enantioselectivities.

1 aMotaleb, Abdul1 aRani, Soniya1 aDas, Tamal1 aGonnade, Rajesh, G.1 aMaity, Pradip uhttps://library.ncl.res.in/content/phosphite-catalyzed-c-h-allylation-azaarenes-enantioselective-23-aza-wittig-rearrangement