Journal ArticleDOI
Catalytic asymmetric induction. Highly enantioselective addition of dialkylzincs to aldehydes
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This article is published in Journal of the American Chemical Society.The article was published on 1986-09-01. It has received 479 citations till now. The article focuses on the topics: Addition reaction & Enantioselective synthesis.read more
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Enantioselective Addition of Diethylzinc to Aldehydes Using 1, 1′-Bi-2-naphthol-3, 3′-dicarboxamide as a Chiral Auxiliary
TL;DR: In this article, a highly enantioselective addition of diethylzinc to a wide range of aldehydes was achieved by using N,N,N′, N′-tetraalkyl-1,1′-bi-2-naphthol-3,3′-dicarboxamides as chiral auxiliaries.
Journal ArticleDOI
Conjugate Additions of Grignard Reagents to α,β-Unsaturated Ketones Mediated by Diamine Zinc(II)monoalkoxides
TL;DR: In this paper, a method for zinc-mediated 1,4-additions of Grignard reagents with alkoxides as non-tranferable ligands is described.
Journal ArticleDOI
Bridgehead-norbornane-derived β-amino alcohol catalysts: structural factors influencing the chirality transfer
Antonio García Martínez,Enrique Teso Vilar,Amelia García Fraile,Santiago de la Moya Cerero,Paloma Martínez-Ruiz,Paloma Chicharro Villas +5 more
TL;DR: In this article, optically active bridgehead-norbornane-derived β-amino alcohols with different substitution patterns have been obtained using a straightforward procedure from commercial (+)-camphor or (−)-fenchone, and tested as chiral catalysts in the enantioselective diethylzinc-addition to benzaldehyde.
Journal ArticleDOI
The role of conformational flexibility on the catalytic activity of norbornane-derived β-, γ- and δ-amino alcohols
Antonio García Martínez,Enrique Teso Vilar,Amelia García Fraile,Santiago de la Moya Cerero,Paloma Martínez Ruiz,Cristina Díaz Morillo +5 more
TL;DR: In this paper, the influence of the size of the catalytic zinc-chelate ring on catalytic activity has been investigated, which results in the unexpected observance of a non-linear correlation between enantioselectivity and chelate ring size (conformational flexibility).
Journal ArticleDOI
Enantioselective alkylation of aldehydes promoted by (S)-tyrosine-derived β-amino alcohols
TL;DR: In this article, two (S)-tyrosine-derived β-amino alcohols exhibiting a secondary and tertiary amino moiety, respectively, were employed in the enantioselective alkylation of aldehydes using diethylzinc.
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