You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via1.4.4.9 Method 9: Silylcarbonylation
Please login to access the full content or check if you have access via
Malacria, M.; Aubert, C.; Renaud, J.-L., Science of Synthesis, (2001) 1, 494.
Transition-metal reactions with trialkylhydrosilanes (R13SiH) and carbon monoxide have been the subject of intensive studies.[226,243] The reactions parallel those of molecular hydrogen; indeed, the reactions of alkenes with trialkylhydrosilanes and carbon monoxide in the presence of octacarbonyldicobalt(0) (83) resulted in the incorporation of one molecule of carbon monoxide to give silyl enol ethers.[244] In addition to 83, chlorotris(triphenylphosphine)rhodium(I) and dodecacarbonyltriruthenium(0) also catalyze this reaction.[245] The reaction of diethyl(methyl)silane and carbon monoxide with cyclic alkenes in the presence of a catalytic amount of 83 leads to the corresponding (siloxymethylene)cycloalkanes as the sole products of the reaction (Scheme 65). No trace of the acylsilanes or β-silyl aldehydes was detected, as would be expected from direct formal analogy with hydroformylation. However, with terminal alkenes, since two reaction sites are available, the four siloxymethylene isomers (regio- and stereoisomers) are obtained.[246]
Meeeee 88 Meeeeeeeeeeeeeee ee Meeeeee eeee Meeeeeeeeeeeeeeeeeee(8)–Meeeeeeeeeeeeeeeeeee–Meeeee Meeeeeee[888]
Me eeeeeeee ee eee eeeeeeeeeee ee eeeeeeee/eeeeee eeeeeeee, eee eeeeeeeeeeeeeee ee eee eeeeeeeee eeee eeeeeeeeeeeeeeeeeeee/eeeeee eeeeeeee eee eee eeee eeeee ee eeeeeeee eeeeeeeee eee eee eeeeeeeee ee eee eeeeeeeeeeeeeee. Meee, eee eeee eeeeeee eee eeee e eeeee eeeeeee ee eeeeee-eeeeeeeeee eeeeeeeee eeee eeee eeeee ee eeeee eeee eeeeeeeeeeeeeeeeeeee/eeeeee eeeeeeee ee eee eeeeeeee ee 88 eee eee ee eeeeeeeeee eeee eeee eeeee ee eeeeeeeeeeeeeee (Meeeee 88):[888] eeeeeeeeeeeeeeee,[888,888] 8,8-eee(eeeeee)eeeeeeeeee,[888] eeeeeeeeeeeeeeeeeee ee eeeeeeeee,[888] eee eeeeeeeeeeeeeeeee.[888] Mee eeeeeeee eeeeeee eeeeeee ee eee eeee ee eeeeeeeee (eeeeee eeeeee, eeeeeeeee, eeeeee, eee.) eee eeeeeeee eeeeeeeeee (eeeeeeee eeeeeeeeeee, eeeeee eeeeeeee eeeeeeee) eeeeeeee. Me eeeeeee eeeee, eee eeeeee ee eee eeeeeee eeee eeeee ee eeeeeeeee eeee.
Meeeee 88 Meeeeeeeeeeeeee ee Meeeee-Meeeeeeeee Meeeeeeee eeee Meeeeeeeeeeeeeeeeeee(8)–Meeeeeeeeeeeeeeeeeee–Meeeee Meeeeeee[888]
Me eeeeeee eeee eeeee eee eeeeeeeee eeeeeeeee eeeeee eee eee eeeeeeee ee eeeeeee eee eeeeee-eeeeeeeeee eeeeeeeee eeee eee eeeeeeeeeeeeeeeeeeee(8)–eeeeeeeeeeeeeeeeeeee–eeeeee eeeeeeee eeeeee. Me eeeeee eeee, eeeeeeeeeeeeeeeeeeeeeeeeee(M) (88) ee eeeeeeeeeeeee(eeeeeeeeeeeee)eeeeee(M) eeeeeeeee ee ee eeeeeeeee eeeeeeee.[888,888]
Meeeeeeeeeee Meeeeeeee
[Meeeeee(eeeeee)eeeeeeeeeeeeeee]eeeeeeeeeee (88, e = 8); Meeeeee Meeeeeeee:[888]
M eeee ee eeeeeeeeeee (8.88 e, 88 eeee), eeeeeee(eeeeee)eeeeee (8.88 e, 88 eeee), eee [Me8(MM)8] (88; 88 ee, 8.8 eeee) ee eeeeeee (88 eM) eee eeeeee ee e 888-eM eeeeeeeee eeeee eeeeeeeee. Mee eeeeeeeee eee eeeeeee eeee M8 (88 eee) eee MM (88 eee), eeee eeeeeee eeee MM (88 eee) eee eeeeee ee 888°M eeee eeeeeeee. Meeee 88 e, eee eeeeeeeee eee eeeeee eee eeeeeeeeeeeee. Meeeeeeeeeee ee eee eeeeee eeeeeeee eeeeeee eeeeeeeee eee eeee eeeeeee; eeeee: 8.88 e (88%); ee 888–888°M/88 Meee.
References
[226] | Meeee, M. M.; Meeeee, M. M., Mee. Meeeeeeee. Meee., (8888) 8, 888. |
[243] | Meeee, M.; Meeeee, M., Meeee. Meee., (8888) 88, 888; Meeee. Meee. Mee. Me. Meee., (8888) 88, 888. |
[244] | Meee, M.; Meeeee, M.; Meeee, M.; Meeeee, M., Meeee. Meee., (8888) 88, 888; Meeee. Meee. Mee. Me. Meee., (8888) 88, 888. |
[245] | Meee, M.; Meeeeeee, M., M. Meeeeeeee. Meee., (8888) 888, 88. |
[246] | Meee, M.; Meeee, M.; Meeeee, M.; Meeeee, M., Meeee. Meee., (8888) 88, 888; Meeee. Meee. Mee. Me. Meee., (8888) 88, 888. |
[247] | Meeeeee, M.; Meeee, M., Meeeeee, (8888), 888, eee eeeeeeeeee eeeeeee. |
[248] | Meee, M.; Meeee, M.; Meeeeeee, M.; Meeeee, M., Meeee. Meee., (8888) 88, 888; Meeee. Meee. Mee. Me. Meee., (8888) 88, 888. |
[249] | Meeee, M.; Meee, M.; Meeeee, M.; Meee, M.; Meeeeeee, M., Meeee. Meee., (8888) 88, 888; Meeee. Meee. Mee. Me. Meee., (8888) 88, 888. |
[250] | Meee, M.; Meeee, M.; Meeeee, M., Meeee. Meee., (8888) 88, 888; Meeee. Meee. Mee. Me. Meee., (8888) 88, 888. |
[251] | Meeeeee, M.; Meeee, M.; Meeee, M.; Meee, M.; Meeeeeee, M.; Mee, M.; Meeee, M., Meeeeeeeeee, (8888) 88, 8888. |
[252] | Meeee, M. M.; Meeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 88-8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 888.