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Platinum(II)-catalyzed intermolecular [3 + 2] cycloaddition of propadienyl silyl ethers and alkenyl ethers.
J Am Chem Soc. 2009 Nov 18; 131(45):16352-3.JA

Abstract

A Pt(II)-catalyzed [3 + 2] cycloaddition reaction of silyl propadienyl ethers and alkenyl ethers has been developed as the first example of the utilization of allenes as a three-carbon unit in a transition-metal-catalyzed intermolecular cycloaddition reaction. Pt(II)-containing 1,3-dipole equivalents generated by electrophilic activation of silyl propadienyl ethers using a Pt(II) catalyst reacted with various electron-rich alkenes to give synthetically useful functionalized cyclopentene derivatives in high yield with wide generality.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Kusama H
Department of Chemistry, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
Ebisawa M
No affiliation info available
Funami H
No affiliation info available
Iwasawa N
No affiliation info available

MeSH

AlkenesCatalysisCyclizationEthersMolecular StructureOrganoplatinum CompoundsSilanesStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

19860447

Citation

Kusama, Hiroyuki, et al. "Platinum(II)-catalyzed Intermolecular [3 + 2] Cycloaddition of Propadienyl Silyl Ethers and Alkenyl Ethers." Journal of the American Chemical Society, vol. 131, no. 45, 2009, pp. 16352-3.
Kusama H, Ebisawa M, Funami H, et al. Platinum(II)-catalyzed intermolecular [3 + 2] cycloaddition of propadienyl silyl ethers and alkenyl ethers. J Am Chem Soc. 2009;131(45):16352-3.
Kusama, H., Ebisawa, M., Funami, H., & Iwasawa, N. (2009). Platinum(II)-catalyzed intermolecular [3 + 2] cycloaddition of propadienyl silyl ethers and alkenyl ethers. Journal of the American Chemical Society, 131(45), 16352-3. https://doi.org/10.1021/ja907633b
Kusama H, et al. Platinum(II)-catalyzed Intermolecular [3 + 2] Cycloaddition of Propadienyl Silyl Ethers and Alkenyl Ethers. J Am Chem Soc. 2009 Nov 18;131(45):16352-3. PubMed PMID: 19860447.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Platinum(II)-catalyzed intermolecular [3 + 2] cycloaddition of propadienyl silyl ethers and alkenyl ethers. AU - Kusama,Hiroyuki, AU - Ebisawa,Masaru, AU - Funami,Hideaki, AU - Iwasawa,Nobuharu, PY - 2009/10/29/entrez PY - 2009/10/29/pubmed PY - 2010/2/13/medline SP - 16352 EP - 3 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 131 IS - 45 N2 - A Pt(II)-catalyzed [3 + 2] cycloaddition reaction of silyl propadienyl ethers and alkenyl ethers has been developed as the first example of the utilization of allenes as a three-carbon unit in a transition-metal-catalyzed intermolecular cycloaddition reaction. Pt(II)-containing 1,3-dipole equivalents generated by electrophilic activation of silyl propadienyl ethers using a Pt(II) catalyst reacted with various electron-rich alkenes to give synthetically useful functionalized cyclopentene derivatives in high yield with wide generality. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/19860447/Platinum_II__catalyzed_intermolecular_[3_+_2]_cycloaddition_of_propadienyl_silyl_ethers_and_alkenyl_ethers_ L2 - https://doi.org/10.1021/ja907633b DB - PRIME DP - Unbound Medicine ER -