C-N Bond Formation from Allylic Alcohols via Cooperative Nickel and Titanium Catalysis.
J Org Chem
; 83(17): 10646-10654, 2018 09 07.
Article
in En
| MEDLINE
| ID: mdl-30086629
ABSTRACT
Amination of allylic alcohols is facilitated via cooperative catalysis. Catalytic Ti(O- i-Pr)4 is shown to dramatically increase the rate of nickel-catalyzed allylic amination, and mechanistic experiments confirm activation of the allylic alcohol by titanium. Aminations of primary and secondary allylic alcohols are demonstrated with a variety of amine nucleophiles. Diene-containing substrates also cyclize onto the nickel allyl intermediate prior to amination, generating carbocyclic amine products. This tandem process is only achieved under our cooperative catalytic system.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
J Org Chem
Year:
2018
Document type:
Article