Tags

Type your tag names separated by a space and hit enter

Ruthenium-catalyzed vinylsilane synthesis and cross-coupling as a selective approach to alkenes: benzyldimethylsilyl as a robust vinylmetal functionality.
Org Lett. 2003 May 29; 5(11):1895-8.OL

Abstract

[reaction: see text] Ruthenium-catalyzed alkyne hydrosilylation or silyl-alkyne Alder ene reactions provide entry into benzyldimethylsilyl (BDMS)-substituted alkenes. The BDMS-vinylsilanes are further elaborated through mild palladium-catalyzed cross coupling and show significant stability to intervening synthetic operations, including silyl ether deprotection.

Authors+Show Affiliations

Trost BM
Department of Chemistry, Stanford University, Stanford, California 94305, USA. bmtrost@stanford.edu
Machacek MR
No affiliation info available
Ball ZT
No affiliation info available

MeSH

AlkenesBenzyl CompoundsCatalysisCross-Linking ReagentsMass SpectrometryPalladiumRutheniumSilanesVinyl Compounds

Pub Type(s)

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

Language

eng

PubMed ID

12762680

Citation

Trost, Barry M., et al. "Ruthenium-catalyzed Vinylsilane Synthesis and Cross-coupling as a Selective Approach to Alkenes: Benzyldimethylsilyl as a Robust Vinylmetal Functionality." Organic Letters, vol. 5, no. 11, 2003, pp. 1895-8.
Trost BM, Machacek MR, Ball ZT. Ruthenium-catalyzed vinylsilane synthesis and cross-coupling as a selective approach to alkenes: benzyldimethylsilyl as a robust vinylmetal functionality. Org Lett. 2003;5(11):1895-8.
Trost, B. M., Machacek, M. R., & Ball, Z. T. (2003). Ruthenium-catalyzed vinylsilane synthesis and cross-coupling as a selective approach to alkenes: benzyldimethylsilyl as a robust vinylmetal functionality. Organic Letters, 5(11), 1895-8.
Trost BM, Machacek MR, Ball ZT. Ruthenium-catalyzed Vinylsilane Synthesis and Cross-coupling as a Selective Approach to Alkenes: Benzyldimethylsilyl as a Robust Vinylmetal Functionality. Org Lett. 2003 May 29;5(11):1895-8. PubMed PMID: 12762680.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Ruthenium-catalyzed vinylsilane synthesis and cross-coupling as a selective approach to alkenes: benzyldimethylsilyl as a robust vinylmetal functionality. AU - Trost,Barry M, AU - Machacek,Michelle R, AU - Ball,Zachary T, PY - 2003/5/24/pubmed PY - 2003/9/10/medline PY - 2003/5/24/entrez SP - 1895 EP - 8 JF - Organic letters JO - Org Lett VL - 5 IS - 11 N2 - [reaction: see text] Ruthenium-catalyzed alkyne hydrosilylation or silyl-alkyne Alder ene reactions provide entry into benzyldimethylsilyl (BDMS)-substituted alkenes. The BDMS-vinylsilanes are further elaborated through mild palladium-catalyzed cross coupling and show significant stability to intervening synthetic operations, including silyl ether deprotection. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/12762680/Ruthenium_catalyzed_vinylsilane_synthesis_and_cross_coupling_as_a_selective_approach_to_alkenes:_benzyldimethylsilyl_as_a_robust_vinylmetal_functionality_ DB - PRIME DP - Unbound Medicine ER -