7531-60-4Relevant academic research and scientific papers
REAKTION VON TRIS(TRIMETHYLSILYL)ALUMINIUM MIT α, β-UNGESAETTIGTEN CARBONYLVERBINDUNGEN
Altnau, G.,Roesch, L.,Jas, Gerhard
, p. 45 - 46 (1983)
The 1,2- and 1,4-addition of tris(trimethylsilyl)aluminium to α, β-unsaturated carbonyl compounds is described.
Diastereoselectivity control of the radical carboazidation of substituted methylenecyclohexanes
Cren, Sylvaine,Schar, Pascal,Renaud, Philippe,Schenk, Kurt
supporting information; experimental part, p. 2942 - 2946 (2009/09/06)
A systematic study of the diastereoselectivity of the radical carboazidation of methylenecyclohexane derivatives is presented. Several substitution patterns leading to a high level of stereocontrol have been identified. Axial attack is the preferred reaction pathway for cyclohexyl radicals, and excellent stereoselectivities can be obtained by introducing an axial substitutent at position 2. In this case, a second equatorial substituent at position 2 may be tolerated without a large detrimental effect on the diastereoselectivity. Finally, a high level of equatorial attack is observed with a very bulky substituent at position 2.
Silicon and tin-directed Tiffeneau-Demjanov reaction
Chow, Leonie,McClure, Melanie,White, Jonathan
, p. 648 - 650 (2007/10/03)
Silicon and tin substituents surprisingly have only a moderate directing effect on the Tiffeneau-Demjanov reaction. The low selectivity is rationalised as being due to the reactive nature of the diazonium ion leaving group, the weaker oxydiazene leaving g
Electronic and steric effects of silyl groups in silicon-directed Norrish type cleavages
Hwu, Jih Ru,Chen, Buh-Luen,Lin, Chien-Fu,Murr, Brown L.
, p. 198 - 201 (2007/10/03)
Sterically congested cis-2-(t-butyl)-3-(organosilyl)cyclohexanones were irradiated with UV light to give a mixture of Norrish type I and II products, as well as the corresponding trans-2-(t-butyl)-3- (organosilyl)cyclohexanones. In comparison with the trans isomers, the quantum yields and rate constants of the photolytic reactions were greater for the cis isomers.
Alkoxides of o-silyl benzyl alcohols in cleavage reactions: Approaches to benzyl and silyl anion equivalents
Hudrlik, Paul F.,Arango, Jose O.,Hijji, Yousef M.,Okoro, Cosmas O.,Hudrlik, Anne M.
, p. 1421 - 1427 (2007/10/03)
The alkoxides of o-silyl benzyl alcohols 4 undergo cleavage reactions under mild conditions allowing transfer of a benzyl or silyl group to an electrophile. Reactions 3a → 8, and 3c or 4c → 11 illustrate their potential as benzyl and silyl anion equivalents.
Influence of β-Silyl Groups in Cycloalkanones on the Norrish Type I and Type II Cleavages
Hwu, Jih Ru,Chen, Buh-Luen,Huang, Li Wen,Yang, Tu-Hsin
, p. 299 - 300 (2007/10/02)
The Norrish type I cleavage overwhelms the type II cleavage in the photolysis of α-alkylcycloalkanones bearing an SiMe3, SiMe2Ph, SiMePh2, or SiPh3 group at the β-position, of which the quantum yields are often greater than those of the non-silylated cycl
3-Metallated enamines XI. Transmetallation of 3-Stannylated enamines - A new method to generate 1-aminoallyllithium compounds
Ahlbrecht,Weber
, p. 1018 - 1025 (2007/10/02)
The transmetallation of 3-stannylated enamines, 1-morpholino-3-(trialkylstannyl)cycloalk-1-enes and 3-morpholino-5-(tributylstannyl)hex-3-ene, with butyllithium is a new and general way to generate s1-aminoallyllithium compounds. Stabilization by aromatic substituents is not further necessarily as in the case of preparation by deprotonation and even the thermodynamically less stable exoamino derivatives are accessible. Therefore homoenolate-equivalents of cyclic ketones are made available. Thus, the corresponding 3-alkylated or 3-silylated cycloalkanones and alken-3-ones were prepared via the 1-morpholinoallyllithium compounds.
Lewis Acid-induced Reaction of Silicon-containing Stannyl Ketones and Its Application to the Synthesis of (+)-β-Cuparenone
Sato, Tadashi,Hayashi, Masahito,Hayata, Toshihiro
, p. 4099 - 4114 (2007/10/02)
Lewis acids activated only stannyl group in the silicon-containing stannyl ketones.The silyl group neither participated in the reaction directly, nor excerted any influences upon the reaction mode of the stannyl group.The reaction was applied for the synt
γ-Silicon Stabilization of Carbonium Ions in Solvolysis. 4. Solvolysis of cis- and trans-3-(Trimethylsilyl)cyclohexyl and -3-tert-Butylcyclohexyl p-Bromobenzenesulfonates
Shiner, V.J.,Ensinger, Mark W.,Kriz, George S.,Halley, Karen A.
, p. 653 - 661 (2007/10/02)
The solvolyses of cis- and trans-3-(trimethylsilyl)cyclohexyl and -3-tert-butylcyclohexyl p-bromobenzenesulfonates (1-4) have been examined in several ethanol- and trifluoroethanol-water solvent mixtures.The α- and β-deuterium kinetic isotope effects have
