The Journal of Organic Chemistry

Use of highly crosslinked polystyrene supports for acylation and alkylation of an ester enolate at room temperature

YH Chang, WT Ford

Index: Chang, Young H.; Ford, Warren T. Journal of Organic Chemistry, 1981 , vol. 46, p. 5364 - 5371

Full Text: HTML

Citation Number: 15

Abstract

The enolate of polystyrene-bound 3-phenylpropanoic ester is prepared with (triphenylmethy1) lithium in tetrahydrofuran at room temperature and is trapped with carboxylic acid chlorides and alkyl bromides. Gas chromatographic yields exceed 90%, and isolated yields are 73-87% with a partially esterified 10% divinylbenzene-cross-linked gel copolymer containing 0.67 mmol of ester/g of copolymer. Yields of p-nitrobenzoylation and ...

Related Articles:

Synthesis and antimalarial activity of dihydroperoxides and tetraoxanes conjugated with bis (benzyl) acetone derivatives

[Franco, Lucas Lopardi; de Almeida, Mauro Vieira; e Silva, Luiz Francisco Rocha; Vieira, Pedro Paulo Ribeiro; Pohlit, Adrian Martin; Valle, Marcelo Siqueira Chemical Biology and Drug Design, 2012 , vol. 79, # 5 p. 790 - 797]

Triphenylphosphine-cyclometallated iridium (III) pyrimidine complexes: Synthesis, crystal structures and application in α-alkylation of ketones with alcohols

[Xu, Chen; Dong, Xin-Ming; Wang, Zhi-Qiang; Hao, Xin-Qi; Li, Zhen; Duan, Lu-Meng; Ji, Bao-Ming; Song, Mao-Ping Journal of Organometallic Chemistry, 2012 , vol. 700, p. 214 - 218]

Development of a convoluted polymeric nanopalladium catalyst: α-alkylation of ketones and ring-opening alkylation of cyclic 1, 3-diketones with primary alcohols

[Yamada, Yoichi M.A.; Uozumi, Yasuhiro Tetrahedron, 2007 , vol. 63, # 35 p. 8492 - 8498]

Grignard reactions in imidazolium ionic liquids

[Ueki, Hisanori; Chiba, Takashi; Yamazaki, Takashi; Kitazume, Tomoya Journal of Organic Chemistry, 2004 , vol. 69, # 22 p. 7616 - 7627]

On the origin of changes in topicity observed in Diels–Alder reactions catalyzed by Ti–TADDOLates

[Altava, Belen; Burguete; Garcia-Verdugo, Eduardo; Luis, Santiago V.; Miravet, Juan F.; Vicent, Maria J. Tetrahedron Asymmetry, 2000 , vol. 11, # 24 p. 4885 - 4893]

More Articles...