Copper-catalyzed asymmetric conjugate addition of diethylzinc to alpha,beta-unsaturated imines derived from alpha-aminoacids. Enantioselective synthesis of gamma-substituted alpha-dehydroaminoesters.
Org Lett. 2006 Nov 09; 8(23):5405-8.OL

Abstract

[Structure: see text] A highly enantioselective synthesis of alpha-dehydroaminoacids with a stereogenic center in the gamma position through copper-catalyzed asymmetric conjugate addition of diethylzinc to alpha,beta-unsaturated imines using a TADDOL-derived phosphoramidite complex is reported.

Authors+Show Affiliations

Palacios F

Departamento de Química Organica I, Facultad de Farmacia, Universidad del País Vasco, Apartado 450, 01080 Vitoria-Gasteiz, Spain. francisco.palacios@ehu.es

Vicario J

No affiliation info available

MeSH

Amino AcidsCatalysisCopperIminesMolecular StructureOrganometallic Compounds

Pub Type(s)

Journal Article

Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17078729

Citation

Palacios, Francisco, and Javier Vicario. "Copper-catalyzed Asymmetric Conjugate Addition of Diethylzinc to Alpha,beta-unsaturated Imines Derived From Alpha-aminoacids. Enantioselective Synthesis of Gamma-substituted Alpha-dehydroaminoesters." Organic Letters, vol. 8, no. 23, 2006, pp. 5405-8.

Palacios F, Vicario J. Copper-catalyzed asymmetric conjugate addition of diethylzinc to alpha,beta-unsaturated imines derived from alpha-aminoacids. Enantioselective synthesis of gamma-substituted alpha-dehydroaminoesters. Org Lett. 2006;8(23):5405-8.

Palacios, F., & Vicario, J. (2006). Copper-catalyzed asymmetric conjugate addition of diethylzinc to alpha,beta-unsaturated imines derived from alpha-aminoacids. Enantioselective synthesis of gamma-substituted alpha-dehydroaminoesters. Organic Letters, 8(23), 5405-8.

Palacios F, Vicario J. Copper-catalyzed Asymmetric Conjugate Addition of Diethylzinc to Alpha,beta-unsaturated Imines Derived From Alpha-aminoacids. Enantioselective Synthesis of Gamma-substituted Alpha-dehydroaminoesters. Org Lett. 2006 Nov 9;8(23):5405-8. PubMed PMID: 17078729.

* Article titles in AMA citation format should be in sentence-case

TY - JOUR T1 - Copper-catalyzed asymmetric conjugate addition of diethylzinc to alpha,beta-unsaturated imines derived from alpha-aminoacids. Enantioselective synthesis of gamma-substituted alpha-dehydroaminoesters. AU - Palacios,Francisco, AU - Vicario,Javier, PY - 2006/11/3/pubmed PY - 2007/2/16/medline PY - 2006/11/3/entrez SP - 5405 EP - 8 JF - Organic letters JO - Org Lett VL - 8 IS - 23 N2 - [Structure: see text] A highly enantioselective synthesis of alpha-dehydroaminoacids with a stereogenic center in the gamma position through copper-catalyzed asymmetric conjugate addition of diethylzinc to alpha,beta-unsaturated imines using a TADDOL-derived phosphoramidite complex is reported. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17078729/Copper_catalyzed_asymmetric_conjugate_addition_of_diethylzinc_to_alphabeta_unsaturated_imines_derived_from_alpha_aminoacids__Enantioselective_synthesis_of_gamma_substituted_alpha_dehydroaminoesters_ L2 - https://doi.org/10.1021/ol062294k DB - PRIME DP - Unbound Medicine ER -

Tags

Copper-catalyzed asymmetric conjugate addition of diethylzinc to alpha,beta-unsaturated imines derived from alpha-aminoacids. Enantioselective synthesis of gamma-substituted alpha-dehydroaminoesters.Org Lett. 2006 Nov 09; 8(23):5405-8.OL