Allenamide hydro-hydroxyalkylation: 1,2-amino alcohols via ruthenium-catalyzed carbonyl anti-aminoallylation.
Exposure of alcohols to allenamides in the presence of RuHCl(CO)(PPh(3))(3) and dippf [dippf = bis(diisopropylphosphino)ferrocene] results in hydrogen transfer to generate aldehyde-allylruthenium pairs, which engage in C-C coupling to form products of carbonyl aminoallylation as single anti-diastereomers.
Zbieg
Jason R
JR
University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712, USA.
McInturff
Emma L
EL
Krische
Michael J
MJ
D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006865:Hydrogenation; D015394:Molecular Structure; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
D000498:Allyl Compounds; D000605:Amino Alcohols; D012428:Ruthenium
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