1620006-68-9Relevant academic research and scientific papers
Aza-Henry Reaction of Isatin Ketimines with Methyl 4-Nitrobutyrate en Route to Spiro[piperidine-3,3′-oxindoles]
Holmquist, Melireth,Blay, Gonzalo,Mu?oz, M. Carmen,Pedro, José R.
, p. 3857 - 3862 (2015)
A new enantioselective route to spiro[piperidine-3,3′-oxindoles] from isatin ketimines is described. The aza-Henry reaction of N-Boc-isatin ketimines with methyl 4-nitrobutyrate in the presence of a Ph2BOX-CuBr2 complex provided the corresponding nitro amino esters with good diastereoselectivity and excellent enantioselectivity (up to >99% ee). The aza-Henry adducts were transformed into spiro[piperidine-3,3′-oxindoles] after reduction of the nitro group to oxime, and cleavage of the N-Boc group and lactamisation.
Highly enantioselective aza-Henry reaction with isatin N-Boc ketimines
Holmquist, Melireth,Blay, Gonzalo,Pedro, José R.
supporting information, p. 9309 - 9312 (2014/08/05)
A highly enantioselective aza-Henry reaction with isatin N-Boc ketimines using a Cu(ii)-BOX complex as a catalyst is described. The reaction, which does not require protection of the N1 atom, provides the corresponding nitroamines bearing a quaternary stereocentre with high yields and enantiomeric excesses (up to 99.9%).
