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ChemInform Abstract: Studies on Organosilicon Chemistry. Part 139. Uncatalyzed Aldol Reaction Using a Dimethylsilyl Enolate and α-Dimethylsilyl Ester in N,N-Dimethylformamide.

✍ Scribed by K. MIURA; H. SATO; K. TAMAKI; H. ITO; A. HOSOMI


Publisher
John Wiley and Sons
Year
2010
Weight
39 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis


Studies on Organosilicon Chemistry. Part 139. Uncatalyzed Aldol Reaction Using a Dimethylsilyl Enolate and α-Dimethylsilyl Ester in N,N-Dimethylformamide.

-Dimethylsilyl enolates react with aldehydes in DMF to give the expected aldol adducts with almost no or little diastereoselectivity. α-Dimethylsilyl esters react in a similar manner to β-hydroxy esters. The introduction of hydrogen to the silicon enhances the reactivity of the enolates or esters compared to the corresponding trimethylsilyl derivatives. -(MIURA, K.;