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Nitrile and H+ or -OH / H2O, heat
Carboxylic acid
Nitrile and 1. DIBAL-H 2.H+, H2O
Aldehyde
Nitrile and 1.LAH 2.H+,H2O
1 amine
Nitrile and H2, Pd/C
1 amine
Aldehyde and 1.LAH 2.H+
1 alc, 1 eq
Ketone and 1.LAH 2.H+
2 alc, 1 eq
Ester and 1.LAH 2.H+
1 alc, 2 eq
Amide and 1.LAH 2.H+
1 amine, 2 eq
Carboxylic acid and 1.LAH 2.H+
1 alc, 3 eq
Ester and 1.DIBAL-H 2.H+
Aldehyde, 1 eq
Amide and 1.DIBAL-H 2.H+
Aldehyde, 1 eq
Carboxylic Acid and 1.DIBAL-H 2.H+
Aldehyde + H-H, 2 eq
Formaldehyde and grignard
1 alc
Aldehyde and grignard
2 alc
Ketone and grignard
3 alc
Ester and grignard (1 eq)
Ketone
Ester and grignard (2 eq)
3 alc
Amide and grignard
No rxn
Carboxylic Acid and grignard
No rxn
CO2 and grignard
Carboxylic acid