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Regio- and stereoselective ruthenium-catalyzed hydrovinylation of 1,3-dienes: application to the generation of a 20(S) steroidal side chain.
Org Lett. 2003 May 01; 5(9):1567-9.OL

Abstract

The addition of ethylene to 1,3-dienes and 1-vinylcycloalkenes, catalyzed by two ruthenium complexes, proceeds in a regioselective fashion to afford 3-methyl-1,4-dienes as products. For a steroidal-based 1-vinylcycloalkene, the addition is stereospecific, giving a product with a 20(S) configuration. [reaction: see text]

Authors+Show Affiliations

He Z
Department of Chemistry, Marquette University, P.O. Box 1881, Milwaukee, WI 53201-1881, USA.
Yi CS
No affiliation info available
Donaldson WA
No affiliation info available

MeSH

AlkadienesCatalysisCyclizationEthylenesOrganometallic CompoundsRutheniumStereoisomerismSteroidsVinyl Compounds

Pub Type(s)

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

Language

eng

PubMed ID

12713325

Citation

He, Zhengjie, et al. "Regio- and Stereoselective Ruthenium-catalyzed Hydrovinylation of 1,3-dienes: Application to the Generation of a 20(S) Steroidal Side Chain." Organic Letters, vol. 5, no. 9, 2003, pp. 1567-9.
He Z, Yi CS, Donaldson WA. Regio- and stereoselective ruthenium-catalyzed hydrovinylation of 1,3-dienes: application to the generation of a 20(S) steroidal side chain. Org Lett. 2003;5(9):1567-9.
He, Z., Yi, C. S., & Donaldson, W. A. (2003). Regio- and stereoselective ruthenium-catalyzed hydrovinylation of 1,3-dienes: application to the generation of a 20(S) steroidal side chain. Organic Letters, 5(9), 1567-9.
He Z, Yi CS, Donaldson WA. Regio- and Stereoselective Ruthenium-catalyzed Hydrovinylation of 1,3-dienes: Application to the Generation of a 20(S) Steroidal Side Chain. Org Lett. 2003 May 1;5(9):1567-9. PubMed PMID: 12713325.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Regio- and stereoselective ruthenium-catalyzed hydrovinylation of 1,3-dienes: application to the generation of a 20(S) steroidal side chain. AU - He,Zhengjie, AU - Yi,Chae S, AU - Donaldson,William A, PY - 2003/4/26/pubmed PY - 2003/8/9/medline PY - 2003/4/26/entrez SP - 1567 EP - 9 JF - Organic letters JO - Org Lett VL - 5 IS - 9 N2 - The addition of ethylene to 1,3-dienes and 1-vinylcycloalkenes, catalyzed by two ruthenium complexes, proceeds in a regioselective fashion to afford 3-methyl-1,4-dienes as products. For a steroidal-based 1-vinylcycloalkene, the addition is stereospecific, giving a product with a 20(S) configuration. [reaction: see text] SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/12713325/Regio__and_stereoselective_ruthenium_catalyzed_hydrovinylation_of_13_dienes:_application_to_the_generation_of_a_20_S__steroidal_side_chain_ DB - PRIME DP - Unbound Medicine ER -