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Enantioselective desymmetrization of cyclopropenes by hydroacylation.
J Am Chem Soc. 2010 Nov 24; 132(46):16354-5.JA

Abstract

We report an enantioselective desymmetrization of cyclopropenes by intermolecular Rh-catalyzed hydroacylation. Cyclopropylketones, bearing quaternary stereocenters, are produced with diastereocontrol (up to >20:1) and excellent enantiomeric excess (up to >99 ee).

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Phan DH
Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.
Kou KG
No affiliation info available
Dong VM
No affiliation info available

MeSH

AcylationAlkenesCatalysisCyclizationLigandsMolecular StructureRhodiumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

21028819

Citation

Phan, Diem H T., et al. "Enantioselective Desymmetrization of Cyclopropenes By Hydroacylation." Journal of the American Chemical Society, vol. 132, no. 46, 2010, pp. 16354-5.
Phan DH, Kou KG, Dong VM. Enantioselective desymmetrization of cyclopropenes by hydroacylation. J Am Chem Soc. 2010;132(46):16354-5.
Phan, D. H., Kou, K. G., & Dong, V. M. (2010). Enantioselective desymmetrization of cyclopropenes by hydroacylation. Journal of the American Chemical Society, 132(46), 16354-5. https://doi.org/10.1021/ja107738a
Phan DH, Kou KG, Dong VM. Enantioselective Desymmetrization of Cyclopropenes By Hydroacylation. J Am Chem Soc. 2010 Nov 24;132(46):16354-5. PubMed PMID: 21028819.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantioselective desymmetrization of cyclopropenes by hydroacylation. AU - Phan,Diem H T, AU - Kou,Kevin G M, AU - Dong,Vy M, Y1 - 2010/10/28/ PY - 2010/10/30/entrez PY - 2010/10/30/pubmed PY - 2011/3/9/medline SP - 16354 EP - 5 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 132 IS - 46 N2 - We report an enantioselective desymmetrization of cyclopropenes by intermolecular Rh-catalyzed hydroacylation. Cyclopropylketones, bearing quaternary stereocenters, are produced with diastereocontrol (up to >20:1) and excellent enantiomeric excess (up to >99 ee). SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/21028819/Enantioselective_desymmetrization_of_cyclopropenes_by_hydroacylation_ DB - PRIME DP - Unbound Medicine ER -