Tetrahedron letters

Tandem conjugate addition-aldol reaction to α, β-unsaturated esters and ketones using titanium amide

A Hosomi, T Yanagi, M Hojo

Index: Hosomi, Akira; Yanagi, Toshiharu; Hojo, Makoto Tetrahedron Letters, 1991 , vol. 32, # 21 p. 2371 - 2374

Full Text: HTML

Citation Number: 24

Abstract

Abstract Titanium dialkylamide, readily available, adds to a α, β-unsaturated esters and ketones in a conjugate addition mode to give ester and ketone enolates, respectively, which are successively quenched with electrophiles such as aldehydes and acetals. The aldol products can be readily converted to the corresponding deaminated or dehydrated derivatives selectively.

Related Articles:

Palladium??Catalyzed C–N Bond Activation: The Synthesis of β??Amino Acid Derivatives from Triethylamine and Acrylates

[Zou, Bo; Jiang, Huan-Feng; Wang, Zhao-Yang European Journal of Organic Chemistry, 2007 , # 27 p. 4600 - 4604]

Efficient copper-catalyzed chemo selective conjugate addition of aliphatic amines to α, β-unsaturated compounds in water

[Xu, Li-Wen; Li, Jing-Wei; Xia, Chun-Gu; Zhou, Shao-Lin; Hu, Xiao-Xue Synlett, 2003 , # 15 p. 2425 - 2427]

The Mechanism of the Cleavage of Ethyl α, α'-Dibromoadipate by Diethylamine

[Fuson; Lundquist Journal of the American Chemical Society, 1938 , vol. 60, p. 1889,1891]

More Articles...