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Highly efficient Rh(I) and Ir(I) single and dual metal catalysed dihydroalkoxylation reactions of alkyne diols.
Dalton Trans. 2010 May 07; 39(17):4062-9.DT

Abstract

A highly efficient rhodium(I) and iridium(I) catalysed dihydroalkoxylation reaction of alkyne diols is employed here for the synthesis of spiroketals and a fused bicyclic ketal. The two metal catalysts show differential selectivity and efficiency for either the cyclisation of the 5-exo or 6-endo-membered rings. For the first time, a dual metal (Rh and Ir) catalyst system is effectively utilised for the formation of the 5,6-spiroketals, more efficiently than the single metal catalysts. The two different metals create a dual activation pathway to enhance the 5- and 6-membered ring closure as compared with the equivalent single catalysts.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Ho JH
School of Chemistry, University of New South Wales, Kensington, NSW 2052, Australia.
Hodgson R
No affiliation info available
Wagler J
No affiliation info available
Messerle BA
No affiliation info available

MeSH

AlkynesCatalysisCoordination ComplexesCrystallography, X-RayCyclizationFuransIridiumMolecular ConformationRhodiumSpiro CompoundsStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

20390169

Citation

Ho, Joanne Hui Hui, et al. "Highly Efficient Rh(I) and Ir(I) Single and Dual Metal Catalysed Dihydroalkoxylation Reactions of Alkyne Diols." Dalton Transactions (Cambridge, England : 2003), vol. 39, no. 17, 2010, pp. 4062-9.
Ho JH, Hodgson R, Wagler J, et al. Highly efficient Rh(I) and Ir(I) single and dual metal catalysed dihydroalkoxylation reactions of alkyne diols. Dalton Trans. 2010;39(17):4062-9.
Ho, J. H., Hodgson, R., Wagler, J., & Messerle, B. A. (2010). Highly efficient Rh(I) and Ir(I) single and dual metal catalysed dihydroalkoxylation reactions of alkyne diols. Dalton Transactions (Cambridge, England : 2003), 39(17), 4062-9. https://doi.org/10.1039/b926773e
Ho JH, et al. Highly Efficient Rh(I) and Ir(I) Single and Dual Metal Catalysed Dihydroalkoxylation Reactions of Alkyne Diols. Dalton Trans. 2010 May 7;39(17):4062-9. PubMed PMID: 20390169.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly efficient Rh(I) and Ir(I) single and dual metal catalysed dihydroalkoxylation reactions of alkyne diols. AU - Ho,Joanne Hui Hui, AU - Hodgson,Richard, AU - Wagler,Jörg, AU - Messerle,Barbara Ann, Y1 - 2010/03/09/ PY - 2010/4/15/entrez PY - 2010/4/15/pubmed PY - 2010/6/30/medline SP - 4062 EP - 9 JF - Dalton transactions (Cambridge, England : 2003) JO - Dalton Trans VL - 39 IS - 17 N2 - A highly efficient rhodium(I) and iridium(I) catalysed dihydroalkoxylation reaction of alkyne diols is employed here for the synthesis of spiroketals and a fused bicyclic ketal. The two metal catalysts show differential selectivity and efficiency for either the cyclisation of the 5-exo or 6-endo-membered rings. For the first time, a dual metal (Rh and Ir) catalyst system is effectively utilised for the formation of the 5,6-spiroketals, more efficiently than the single metal catalysts. The two different metals create a dual activation pathway to enhance the 5- and 6-membered ring closure as compared with the equivalent single catalysts. SN - 1477-9234 UR - https://www.unboundmedicine.com/medline/citation/20390169/Highly_efficient_Rh_I__and_Ir_I__single_and_dual_metal_catalysed_dihydroalkoxylation_reactions_of_alkyne_diols_ L2 - https://doi.org/10.1039/b926773e DB - PRIME DP - Unbound Medicine ER -