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 aldola
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]