Electrogenerated acid-catalyzed reactions of acetals, aldehydes, and ketones with organosilicon compounds, leading to aldol reactions, allylations, cyanations, and …

…, S Takagishi, H Horike, H Kuroda, K Uneyama

Index: Torii, Sigeru; Inokuchi, Tsutomu; Takagishi, Sadahito; Horike, Hirofumi; Kuroda, Hideki; Uneyama, Kenji Bulletin of the Chemical Society of Japan, 1987 , vol. 60, p. 2173 - 2188

Full Text: HTML

Citation Number: 39

Abstract

Exquisite use of electrogenerated acid (EG acid) in the silicon-mediated acid-catalyzed reactions; eg, aldol reactions, allylations, cyanations, and hydride additions is described. The aldol reaction of acetals 1 with enol trimethylsilyl ethers 3 and 1, 2-bis (trimethylsiloxy) alkenes 4 gives the corresponding adducts 5 and 6, respectively. The reaction proceeds smoothly with EG acid derived from perchlorate salts such as LiClO 4, n-Bu 4 NClO 4, and ...

Related Articles:

Gold-catalyzed oxidative cleavage of aryl-substituted alkynyl ethers using molecular oxygen. Simultaneous degradation of C–H and single and triple carbon–carbon …

[Das, Arindam; Chaudhuri, Rupsha; Liu, Rai-Shung Chemical Communications, 2009 , # 27 p. 4046 - 4048]

Indirect electrooxidation (an ex-cell method) of alkylbenzenes by recycle use of diammonium hexanitratocerate in various solvent systems

[Torii, Sigeru; Tanaka, Hideo; Inokuchi, Tsutomu; Nakane, Shoji; Akada, Mitsuo; et al. Journal of Organic Chemistry, 1982 , vol. 47, # 9 p. 1647 - 1652]

Development of a Novel Environmentally Friendly Electrolytic System by Using Recyclable Solid??Supported Bases for In Situ Generation of a Supporting Electrolyte …

[Tajima, Toshiki; Fuchigami, Toshio Chemistry - A European Journal, 2005 , vol. 11, # 21 p. 6192 - 6196]

Anodic oxidation of isopropyl and tert-butylbenzenes. Synthetic routes to certain cyclohexa-1, 4-dienes

[Barba, Isidoro; Tornero, Marcial Tetrahedron, 1992 , vol. 48, # 45 p. 9967 - 9976]

Anodic oxidation of isopropyl and tert-butylbenzenes. Synthetic routes to certain cyclohexa-1, 4-dienes

[Barba, Isidoro; Tornero, Marcial Tetrahedron, 1992 , vol. 48, # 45 p. 9967 - 9976]

More Articles...