1 3
Topics in Current Chemistry (2020) 378:1
the concomitant oxidation of the phosphine to the corresponding oxide. The enamine intermediate was obtained by the use of a catalytic amount of cyclohexylamine,
as the achiral organocatalyst. Other chiral amines, such as 1-(1-naphthyl)ethylamine,
have also been tested by the authors, but no stereocontrol enhancement was observed.
Dioxane was found to be the best solvent as long as the catalyst loading was properly
adjusted, and various chiral cyclopentanes were obtained under the optimized conditions. Recently, the same research group expanded the obtained results making use of
iron as a Lewis acid [112].
A
B
Scheme 17 Enantioselective α-allylic alkylation of aldehydes with alcohols with gold catalysis (A), and
an intermolecular α-alkylation of aldehydes with allenamides (B)
Reprinted from the journal
51
Topics in Current Chemistry (2020) 378:1
the concomitant oxidation of the phosphine to the corresponding oxide. The enamine intermediate was obtained by the use of a catalytic amount of cyclohexylamine,
as the achiral organocatalyst. Other chiral amines, such as 1-(1-naphthyl)ethylamine,
have also been tested by the authors, but no stereocontrol enhancement was observed.
Dioxane was found to be the best solvent as long as the catalyst loading was properly
adjusted, and various chiral cyclopentanes were obtained under the optimized conditions. Recently, the same research group expanded the obtained results making use of
iron as a Lewis acid [112].
A
B
Scheme 17 Enantioselective α-allylic alkylation of aldehydes with alcohols with gold catalysis (A), and
an intermolecular α-alkylation of aldehydes with allenamides (B)
Reprinted from the journal
51