benzoyl
Harmless
Posts: 7
Registered: 21-4-2016
Member Is Offline
Mood: No Mood
|
|
Product of tert-butanesulfinyl ketimines
If you take a tert-butanesulfinyl ketimine, reduce it with NaBH4 and then cleave the suflinyl group via hydroylsis, is a primary or secondary amine
produced?
The original Ellman paper suggests a primary amine, but other sources indicate that tert-butanesulfinyl ketimines produce secondary amines and
tert-butanesulfinyl aldimines produce primary amines.
|
|
Sigmatropic
Hazard to Others
Posts: 307
Registered: 29-1-2017
Member Is Offline
Mood: No Mood
|
|
Ketimine --> primary amine with secondary carbon
Aldimine --> primary amine with primary carbon
see attached scheme.
|
|
gdflp
|
Thread Moved 22-9-2017 at 08:18 |