Cross-coupling reaction of α-chloroketones and organotin enolates catalyzed by zinc halides for synthesis of γ-diketones

M Yasuda, S Tsuji, Y Shigeyoshi…

Index: Baba, Akio; Yasuda, Makoto; Yano, Katsunori; Shibata, Ikuya; Matsuda, Haruo Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 11 p. 3205 - 3207

Full Text: HTML

Citation Number: 49

Abstract

The reaction of tin enolates 1 with α-chloro-or bromoketones 2 gave γ-diketones (1, 4- diketones) 3 catalyzed by zinc halides. In contrast to the exclusive formation of 1, 4- diketones 3 under catalytic conditions, uncatalyzed reaction of 1 with 2 gave aldol-type

~76%

~77%

~80%

~59%

Metal-Free Difunctionalization of Alkynes with 2-Chlorodithi...

[Kohno, Yasushi; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 1995 , vol. 68, # 1 p. 322 - 329]

The preparation of 1, 4-dicarbonyl compounds by photoreactio...

[Mitani, Michiharu; Tamada, Mamoru; Uehara, Shin-ichi; Koyama, Kikuhiko Tetrahedron Letters, 1984 , vol. 25, # 26 p. 2805 - 2808]

Full, Reactive Solubilization of Humin Byproducts by Alkalin...

[Clark, James H.; Cork, David G.; Gibbs, Hugh W. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , p. 2253 - 2258]

PALLADIUM OR RUTHENIUM CATALYZED REACTION OF α-HALO KETONES ...

[Kosugi, Masanori; Takano, Izumi; Sakurai, Motoi; Sano, Hiroshi; Migita, Toshihiko Chemistry Letters, 1984 , p. 1221 - 1224]

One-step synthesis of 1, 4-diketones by nucleophilic reactio...

[Kitahara, Haruo; Tozawa, Yasuyuki; Fujita, Seikou; Tajiri, Akio; Morita, Noboru; Asao, Toyonobu Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 9 p. 3362 - 3364]