Gnaneshwar, Rudhramyna ; Wadgaonkar, Prakash P. ; Sivaram, Swaminathan (2003) The Mukaiyama–Michael addition of a β,β-dimethyl substituted silyl ketene acetal to α,β-unsaturated ketones using tetra-n-butylammonium bibenzoate as a nucleophilic catalyst Tetrahedron Letters, 44 (32). pp. 6047-6049. ISSN 0040-4039
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/S0040-4039(03)01511-9
Abstract
The Michael addition of a β,β-dimethyl substituted silyl ketene acetal [Me2C=C(OMe)OSiMe3] to α,β-unsaturated ketones, namely, 2-cyclopentenone, 2-cyclohexenone, 3-methyl-2-cyclohexenone, isophorone, methyl vinyl ketone and mesityl oxide occurs smoothly in the presence of the nucleophilic catalyst, tetra-n-butyl ammonium bibenzoate (TBABB) in THF giving the corresponding 1,4-adducts in excellent yields.
| Item Type: | Article | 
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. | 
| Keywords: | Mukaiyama-Michael Reactions; Conjugate Addition; 1,4-addition; δ-ketoester; O-silylated Ketene Acetal; α, β-unsaturated Ketones | 
| ID Code: | 48566 | 
| Deposited On: | 14 Jul 2011 14:21 | 
| Last Modified: | 14 Jul 2011 14:21 | 
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