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Asymmetric allylic alkylation in combination with ring-closing metathesis for the preparation of chiral N-heterocycles.
Org Lett. 2010 Oct 15; 12(20):4658-60.OL

Abstract

Asymmetric copper-catalyzed allylic substitution with methylmagnesium bromide is employed in combination with ring-closing olefin metathesis or ene-yne metathesis to achieve the synthesis of chiral, unsaturated nitrogen heterocycles. The resulting six- to eight-membered chiral heterocycles are accessible in high yields and with excellent enantioselectivities.

Authors+Show Affiliations

Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

20863080

Citation

Teichert, Johannes F., et al. "Asymmetric Allylic Alkylation in Combination With Ring-closing Metathesis for the Preparation of Chiral N-heterocycles." Organic Letters, vol. 12, no. 20, 2010, pp. 4658-60.
Teichert JF, Zhang S, van Zijl AW, et al. Asymmetric allylic alkylation in combination with ring-closing metathesis for the preparation of chiral N-heterocycles. Org Lett. 2010;12(20):4658-60.
Teichert, J. F., Zhang, S., van Zijl, A. W., Slaa, J. W., Minnaard, A. J., & Feringa, B. L. (2010). Asymmetric allylic alkylation in combination with ring-closing metathesis for the preparation of chiral N-heterocycles. Organic Letters, 12(20), 4658-60. https://doi.org/10.1021/ol101944j
Teichert JF, et al. Asymmetric Allylic Alkylation in Combination With Ring-closing Metathesis for the Preparation of Chiral N-heterocycles. Org Lett. 2010 Oct 15;12(20):4658-60. PubMed PMID: 20863080.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Asymmetric allylic alkylation in combination with ring-closing metathesis for the preparation of chiral N-heterocycles. AU - Teichert,Johannes F, AU - Zhang,Suyan, AU - van Zijl,Anthoni W, AU - Slaa,Jan Willem, AU - Minnaard,Adriaan J, AU - Feringa,Ben L, PY - 2010/9/25/entrez PY - 2010/9/25/pubmed PY - 2011/1/22/medline SP - 4658 EP - 60 JF - Organic letters JO - Org Lett VL - 12 IS - 20 N2 - Asymmetric copper-catalyzed allylic substitution with methylmagnesium bromide is employed in combination with ring-closing olefin metathesis or ene-yne metathesis to achieve the synthesis of chiral, unsaturated nitrogen heterocycles. The resulting six- to eight-membered chiral heterocycles are accessible in high yields and with excellent enantioselectivities. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/20863080/Asymmetric_allylic_alkylation_in_combination_with_ring_closing_metathesis_for_the_preparation_of_chiral_N_heterocycles_ L2 - https://doi.org/10.1021/ol101944j DB - PRIME DP - Unbound Medicine ER -