1-Methyl-1-(trimethylsilyl)allene (CAS 74542-82-8)
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In synthetic organic chemistry research, 1-Methyl-1-(trimethylsilyl)allene is actively studied for its ability to act as a precursor in the formation of complex cyclic structures through pericyclic reactions. Its allene core is particularly reactive in [2+2] cycloadditions, which are instrumental in constructing carbocycles and heterocycles that are prevalent in natural product synthesis. The silyl group, on the other hand, offers a handle for subsequent functional group manipulations, allowing for selective derivatizations in multi-step synthesis pathways. Additionally, this compound is pivotal in the study of metal-catalyzed processes, where it can engage in cross-coupling reactions to form extended π-conjugated systems that are valuable in material science, especially for electronic and photonic materials. Researchers also probe its role in the stereoselective formation of organic compounds, which is for the synthesis of enantiomerically pure substances.
1-Methyl-1-(trimethylsilyl)allene (CAS 74542-82-8) References
- Highly enantioselective syntheses of homopropargylic alcohols and dihydrofurans catalyzed by a bis(oxazolinyl)pyridine-scandium triflate complex. | Evans, DA., et al. 2001. J Am Chem Soc. 123: 12095-6. PMID: 11724622
- Synthesis of homoallylic amines by hydrozirconation-imine addition of allenes. | Wipf, P. and Pierce, JG. 2005. Org Lett. 7: 3537-40. PMID: 16048336
- Rhodium-catalyzed asymmetric hydroarylation of diphenylphosphinylallenes with arylboronic acids. | Nishimura, T., et al. 2006. J Am Chem Soc. 128: 2556-7. PMID: 16492038
- Chapter Two - Sigma-bond activation reactions induced by unsaturated Os(IV)-hydride complexes | Miguel A. Esteruelas, Montserrat Oliván, Enrique Oñate. 2010. Advances in Organometallic Chemistry. 74: 53-104.
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
1-Methyl-1-(trimethylsilyl)allene, 1 g | sc-224729 | 1 g | $185.00 | |||
1-Methyl-1-(trimethylsilyl)allene, 5 g | sc-224729A | 5 g | $525.00 |