Dithioacetal as a 1, 1-zwitterion synthon. Synthesis of functionalized alkenes by the coupling of benzylic dithioacetals with another 1, 1-zwitterion synthon
HY Tu, YH Liu, Y Wang, TY Luh
Index: Tu, Hai-Yang; Liu, Yi-Hung; Wang, Yu; Luh, Tien-Yau Tetrahedron Letters, 2005 , vol. 46, # 5 p. 771 - 773
Full Text: HTML
Citation Number: 6
Abstract
Direct coupling of a 1,1-zwitterion synthon with another kind of 1,1-zwitterion synthon appears to be an attractive route for the synthesis of carbon–carbon double bond. It is well documented that the dithioacetal functionality can serve as a dication synthon. 1 In the presence of a catalytic amount of NiCl 2 (PPh 3 ) 2 , benzylic or allylic dithioacetals react with Grignard reagents to give the corresponding olefination products (Eq. 1). 1 The reaction can also proceed with ...
Related Articles:
Application of microwave heating techniques for dry organic reactions
[Alloum, Abdelkrim Ben; Labiad, Bouchta; Villemin, Didier Journal of the Chemical Society, Chemical Communications, 1989 , # 7 p. 386 - 387]
Tetraphosphine/palladium-catalyzed Heck reactions of aryl halides with disubstituted alkenes
[Kondolff, Isabelle; Doucet, Henri; Santelli, Maurice Tetrahedron Letters, 2003 , vol. 44, # 46 p. 8487 - 8491]
[Cacchi, S.; Arcadi, A. Journal of Organic Chemistry, 1983 , vol. 48, # 23 p. 4236 - 4240]
Metal??Free Catalytic Nucleophilic Substitution of Propargylic Alcohols
[Sanz, Roberto; Martinez, Alberto; Alvarez-Gutierrez, Julia M.; Rodriguez, Felix European Journal of Organic Chemistry, 2006 , # 6 p. 1383 - 1386]
[Yi, Hong; Liu, Qiang; Liu, Jie; Zeng, Ziqi; Yang, Yuhong; Lei, Aiwen ChemSusChem, 2012 , vol. 5, # 11 p. 2143 - 2146]