Gold(I)-catalyzed amination of allylic alcohols with cyclic ureas and related nucleophiles.
A 1:1 mixture of [P(t-Bu)(2)-o-biphenyl]AuCl and AgSbF(6) catalyzes the intermolecular amination of allylic alcohols with 1-methylimidazolidin-2-one and related nucleophiles that, in the case of gamma-unsubstituted or gamma-methyl-substituted allylic alcohols, occurs with high gamma-regioselectivity and syn-stereoselectivity.
Mukherjee
Paramita
P
Duke University, Department of Chemistry, French Family Science Center, Durham, North Carolina 27708-0346, USA.
Widenhoefer
Ross A
RA
D000586:Amination; D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D050607:Organogold Compounds / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D012834:Silver / Q000737:chemistry; D013237:Stereoisomerism; D014508:Urea / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry*
D050607:Organogold Compounds; D020005:Propanols; D012834:Silver; C006463:allyl alcohol; D006046:Gold; D014508:Urea