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Enantioselective zinc/BINOL-catalysed alkynylation of aldimines generated in situ from α-amido sulfones.
Chemistry. 2012 Feb 20; 18(8):2440-4.C

Abstract

Chiral nonracemic N-Cbz-protected propargylic amines have been prepared by the addition of terminal alkynes to imines generated in situ from α-amido sulfones in the presence of diethylzinc and BINOL-type ligands as catalysts. The reactions give good yields and high enantioselectivities (ee values up to 95 %) for a good number of aromatic and heteroaromatic α-amido sulfones and alkynes.

Authors+Show Affiliations

Departament de Química Orgànica, Facultat de Química, Universitat de València, C/Dr. Moliner 50, 46100 Burjassot, Spain.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

22262627

Citation

Blay, Gonzalo, et al. "Enantioselective zinc/BINOL-catalysed Alkynylation of Aldimines Generated in Situ From Α-amido Sulfones." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 18, no. 8, 2012, pp. 2440-4.
Blay G, Brines A, Monleón A, et al. Enantioselective zinc/BINOL-catalysed alkynylation of aldimines generated in situ from α-amido sulfones. Chemistry. 2012;18(8):2440-4.
Blay, G., Brines, A., Monleón, A., & Pedro, J. R. (2012). Enantioselective zinc/BINOL-catalysed alkynylation of aldimines generated in situ from α-amido sulfones. Chemistry (Weinheim an Der Bergstrasse, Germany), 18(8), 2440-4. https://doi.org/10.1002/chem.201102909
Blay G, et al. Enantioselective zinc/BINOL-catalysed Alkynylation of Aldimines Generated in Situ From Α-amido Sulfones. Chemistry. 2012 Feb 20;18(8):2440-4. PubMed PMID: 22262627.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantioselective zinc/BINOL-catalysed alkynylation of aldimines generated in situ from α-amido sulfones. AU - Blay,Gonzalo, AU - Brines,Ana, AU - Monleón,Alicia, AU - Pedro,José R, Y1 - 2012/01/19/ PY - 2011/09/16/received PY - 2012/1/21/entrez PY - 2012/1/21/pubmed PY - 2012/5/10/medline SP - 2440 EP - 4 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 18 IS - 8 N2 - Chiral nonracemic N-Cbz-protected propargylic amines have been prepared by the addition of terminal alkynes to imines generated in situ from α-amido sulfones in the presence of diethylzinc and BINOL-type ligands as catalysts. The reactions give good yields and high enantioselectivities (ee values up to 95 %) for a good number of aromatic and heteroaromatic α-amido sulfones and alkynes. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/22262627/Enantioselective_zinc/BINOL_catalysed_alkynylation_of_aldimines_generated_in_situ_from_α_amido_sulfones_ L2 - https://doi.org/10.1002/chem.201102909 DB - PRIME DP - Unbound Medicine ER -