A novel vinyl anion equivalent. An extremely short synthesis of 2-substituted 2-cycloalkenones and prostaglandin key intermediates via destannylselenenylation

S Kusuda, Y Watanabe, Y Ueno…

Index: Kusuda, Shinya; Watanabe, Yoshihiko; Ueno, Yoshio; Toru, Takeshi Journal of Organic Chemistry, 1992 , vol. 57, # 11 p. 3145 - 3152

Full Text: HTML

Citation Number: 19

Abstract

The preparation of a novel vinyl anion equivalent and a new destannylaelenenylation procedure are described. The conjugate. addition of (tributylstanny1) lithiithium to 2- (phenylselen0)-2-~ ycloalkenone~, followed by the trapping of the resulting enolates with allylic halides, and subsequent destannylselenenylation gives 2-substituted 2- cycloalkenonea in high yields, in a onepot procedure. The destannylaelenenylation can ...

Related Articles:

Rhodium??Catalyzed Intramolecular Hydroacylation of 5??and 6??Alkynals: Convenient Synthesis of α??Alkylidenecycloalkanones and Cycloalkenones

[Takeishi, Kenzo; Sugishima, Koudai; Sasaki, Kaori; Tanaka, Ken Chemistry - A European Journal, 2004 , vol. 10, # 22 p. 5681 - 5688]

Rhodium??Catalyzed Intramolecular Hydroacylation of 5??and 6??Alkynals: Convenient Synthesis of α??Alkylidenecycloalkanones and Cycloalkenones

[Takeishi, Kenzo; Sugishima, Koudai; Sasaki, Kaori; Tanaka, Ken Chemistry - A European Journal, 2004 , vol. 10, # 22 p. 5681 - 5688]

Applications of the β-azidonation reaction to organic synthesis. α, β-Enones, conjugate addition, and γ-lactam annulation

[Magnus, Philip Journal of the American Chemical Society, 1998 , vol. 120, # 48 p. 12486 - 12499]

Applications of the β-azidonation reaction to organic synthesis. α, β-Enones, conjugate addition, and γ-lactam annulation

[Magnus, Philip Journal of the American Chemical Society, 1998 , vol. 120, # 48 p. 12486 - 12499]

Hydroxy Chalcogenide??Promoted Morita–Baylis–Hillman Alkylation Reaction: Intermolecular Applications with Alkyl Halides as Electrophiles

[Gradillas, Ana; Belmonte, Efres; Da Silva, Rondes Ferreira; Perez-Castells, Javier European Journal of Organic Chemistry, 2014 , vol. 2014, # 9 p. 1935 - 1941]

More Articles...