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Efficient Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to aromatic and aliphatic acyclic nitroalkenes.
Org Lett. 2004 Aug 05; 6(16):2829-32.OL

Abstract

An efficient and highly enantioselective (up to 95% ee) Cu-catalyzed method for asymmetric conjugate addition (ACA) of alkylzinc reagents to acyclic disubstituted nitroalkenes is presented. Reactions are typically effected at ambient temperature in the presence of 2 mol % chiral dipeptide phosphine and 1 mol % (CuOTf)(2).C(6)H(6). Nitroalkenes bearing aromatic as well as aliphatic substituents readily undergo asymmetric additions. [reaction: see text]

Authors+Show Affiliations

Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA 02467, USA.No affiliation info available

Pub Type(s)

Journal Article
Research Support, U.S. Gov't, P.H.S.

Language

eng

PubMed ID

15281780

Citation

Mampreian, Dawn M., and Amir H. Hoveyda. "Efficient Cu-catalyzed Asymmetric Conjugate Additions of Alkylzinc Reagents to Aromatic and Aliphatic Acyclic Nitroalkenes." Organic Letters, vol. 6, no. 16, 2004, pp. 2829-32.
Mampreian DM, Hoveyda AH. Efficient Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to aromatic and aliphatic acyclic nitroalkenes. Org Lett. 2004;6(16):2829-32.
Mampreian, D. M., & Hoveyda, A. H. (2004). Efficient Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to aromatic and aliphatic acyclic nitroalkenes. Organic Letters, 6(16), 2829-32.
Mampreian DM, Hoveyda AH. Efficient Cu-catalyzed Asymmetric Conjugate Additions of Alkylzinc Reagents to Aromatic and Aliphatic Acyclic Nitroalkenes. Org Lett. 2004 Aug 5;6(16):2829-32. PubMed PMID: 15281780.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Efficient Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to aromatic and aliphatic acyclic nitroalkenes. AU - Mampreian,Dawn M, AU - Hoveyda,Amir H, PY - 2004/7/30/pubmed PY - 2005/3/3/medline PY - 2004/7/30/entrez SP - 2829 EP - 32 JF - Organic letters JO - Org Lett VL - 6 IS - 16 N2 - An efficient and highly enantioselective (up to 95% ee) Cu-catalyzed method for asymmetric conjugate addition (ACA) of alkylzinc reagents to acyclic disubstituted nitroalkenes is presented. Reactions are typically effected at ambient temperature in the presence of 2 mol % chiral dipeptide phosphine and 1 mol % (CuOTf)(2).C(6)H(6). Nitroalkenes bearing aromatic as well as aliphatic substituents readily undergo asymmetric additions. [reaction: see text] SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/15281780/Efficient_Cu_catalyzed_asymmetric_conjugate_additions_of_alkylzinc_reagents_to_aromatic_and_aliphatic_acyclic_nitroalkenes_ DB - PRIME DP - Unbound Medicine ER -