An important Michael-addition-like reaction generates and then hydrolyzes this functional group in order to synthesize 1,5-dicarbonyls; that alkylation reaction is named for Gilbert (*) Stork.
List and Houk proposed a transition state containing this functional group in their mechanism of the H-P-E-S-W reaction. Transiently-produced electron-rich versions of this functional group can trigger SOMO organocatalysis, and organocatalysis via this intermediate typically occurs through HOMO activation. List and Barbas proposed that, like aldolase A, their amino-acid-catalyzed reactions proceeded through an intermediate containing this functional group. An important Michael-addition-like reaction generates and then hydrolyzes this functional group in order to synthesize 1,5-dicarbonyls; that alkylation reaction is named for Gilbert (*) Stork. Proline organocatalysis often proceeds via the formation of this functional group. This functional group is synthesized by adding a secondary amine to a carbonyl, and they have a tautomeric relationship with imines. For 10 points, name this functional group which consists of an unsaturated carbon single-bonded to a nitrogen atom.
List and Houk proposed a transition state containing this functional group in their mechanism of the H-P-E-S-W reaction.
enamine [do NOT accept “imines” or “amines”; ask them to spell if necessary]