Conformationally constrained, optically active 1,4-aminoalcohols have been used Lis chiral ligands in the addition of diethylzinc to aromatic aldehydes. The enantioselectivity was strongly influenced by the N-alkyl group: the best results were achieved with N-ethyl- and N-benzyl-aminoalcohols (ees up to 95% and 81%, respectively). One example of addition to an aliphatic aldehyde is also reported (best ee 61%).
Enantioselective Addition of Diethylzinc to Aldehydes using 1,4-Aminoalcohols as Chiral Ligands / SCARPI D.; LO GALBO F.; E. OCCHIATO; GUARNA A.. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - STAMPA. - 15:(2004), pp. 1319-1324. [10.1016/j.tetasy.2004.03.004]
Enantioselective Addition of Diethylzinc to Aldehydes using 1,4-Aminoalcohols as Chiral Ligands.
SCARPI, DINA;OCCHIATO, ERNESTO GIOVANNI;GUARNA, ANTONIO
2004
Abstract
Conformationally constrained, optically active 1,4-aminoalcohols have been used Lis chiral ligands in the addition of diethylzinc to aromatic aldehydes. The enantioselectivity was strongly influenced by the N-alkyl group: the best results were achieved with N-ethyl- and N-benzyl-aminoalcohols (ees up to 95% and 81%, respectively). One example of addition to an aliphatic aldehyde is also reported (best ee 61%).
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