Reductive amination
Introduction of a stereocenter in case of ketone.
SMARTS: [#6:4]-[C;H1,$([CH0](-[#6])[#6]):1]=[OD1].[N;H2,$([NH1;D2](C)C);!$(N-[#6]=[*]):3]-[C:5]>>[#6:4][C:1]-[N:3]-[C:5]
Conditions
Reactant 1: Aldehyde or ketone.
Reactant 2: Primary or secondary amine.
R1: ar, alkyl, allyl, benzyl. R3: ar, alkyl. R2, R4: H, alkyl.
References
M. Taibakhsh, R. Hosseinzadeh, H. Alinezhad, S. Ghahari, A. Heydari, S. Khaksar, Synthesis, 2011, 490-496.
Other sources
Organic chemistry
Wikipedia