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Asymmetric β-boration of α,β-unsaturated N-acyloxazolidinones by [2.2]paracyclophane-based bifunctional catalyst.
Org Lett. 2012 Nov 16; 14(22):5780-3.OL

Abstract

An efficient copper-catalyzed asymmetric conjugate boration has been achieved by exploiting a new planar and central chiral bicyclic triazolium ligand. This protocol was highly efficient and gave a variety of chiral secondary alkylboronates in 97-99% ee. A preliminary mechanistic study supports the bifunctional nature of the catalyst.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Zhao L
Department of Chemistry, Shandong University, Shanda South Road No. 27, Jinan 250100, PR China.
Ma Y
No affiliation info available
Duan W
No affiliation info available
He F
No affiliation info available
Chen J
No affiliation info available
Song C
No affiliation info available

MeSH

Boron CompoundsCatalysisCopperEstersMolecular StructureOxazolesStereoisomerismTriazoles

Pub Type(s)

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

Language

eng

PubMed ID

23131139

Citation

Zhao, Lei, et al. "Asymmetric Β-boration of Α,β-unsaturated N-acyloxazolidinones By [2.2]paracyclophane-based Bifunctional Catalyst." Organic Letters, vol. 14, no. 22, 2012, pp. 5780-3.
Zhao L, Ma Y, Duan W, et al. Asymmetric β-boration of α,β-unsaturated N-acyloxazolidinones by [2.2]paracyclophane-based bifunctional catalyst. Org Lett. 2012;14(22):5780-3.
Zhao, L., Ma, Y., Duan, W., He, F., Chen, J., & Song, C. (2012). Asymmetric β-boration of α,β-unsaturated N-acyloxazolidinones by [2.2]paracyclophane-based bifunctional catalyst. Organic Letters, 14(22), 5780-3. https://doi.org/10.1021/ol302839d
Zhao L, et al. Asymmetric Β-boration of Α,β-unsaturated N-acyloxazolidinones By [2.2]paracyclophane-based Bifunctional Catalyst. Org Lett. 2012 Nov 16;14(22):5780-3. PubMed PMID: 23131139.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Asymmetric β-boration of α,β-unsaturated N-acyloxazolidinones by [2.2]paracyclophane-based bifunctional catalyst. AU - Zhao,Lei, AU - Ma,Yudao, AU - Duan,Wenzeng, AU - He,Fuyan, AU - Chen,Jianqiang, AU - Song,Chun, Y1 - 2012/11/06/ PY - 2012/11/8/entrez PY - 2012/11/8/pubmed PY - 2013/4/12/medline SP - 5780 EP - 3 JF - Organic letters JO - Org Lett VL - 14 IS - 22 N2 - An efficient copper-catalyzed asymmetric conjugate boration has been achieved by exploiting a new planar and central chiral bicyclic triazolium ligand. This protocol was highly efficient and gave a variety of chiral secondary alkylboronates in 97-99% ee. A preliminary mechanistic study supports the bifunctional nature of the catalyst. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/23131139/Asymmetric_β_boration_of_αβ_unsaturated_N_acyloxazolidinones_by_[2_2]paracyclophane_based_bifunctional_catalyst_ L2 - https://doi.org/10.1021/ol302839d DB - PRIME DP - Unbound Medicine ER -