The Journal of Organic Chemistry

Stereoselective Syntheses of β, γ-Unsaturated Esters and γ-Lactones: 1-(Benzotriazol-1-yl)-3-(diphenylphosphoryl)-1-ethoxy-1-propene, a Protected CCH2CO2Et …

AR Katritzky, D Feng, H Lang

Index: Katritzky, Alan R.; Feng, Daming; Lang, Hengyuan Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 4131 - 4136

Full Text: HTML

Citation Number: 13

Abstract

1-(Benzotriazol-1-yl)-3-(diphenylphosphoryl)-1-ethoxy-1-propene (3), prepared from N-(α- ethoxyallyl) benzotriazole (1), underwent selective Horner reactions with aldehydes to give substituted dienes. Subsequent hydrolysis of these intermediates readily produced β, γ- unsaturated esters 2a-c in good yields. Similar reactions with ketones followed by hydrolysis of 10 produced, depending on the conditions, either the corresponding γ, γ-disubstituted β ...

Related Articles:

Palladium (0)-catalyzed carbonylation of allyl phosphates and allyl acetates. Selective synthesis of β, γ-unsaturated esters

[Murahashi, Shun-Ichi; Imada, Yasushi; Taniguchi, Yuki; Higashiura, Shin-ya Tetrahedron Letters, 1988 , vol. 29, # 39 p. 4945 - 4948]

Controlled Site-Selective Reaction of γ, γ-Dialkoxyallylic Zirconium Species with Carbonyl Compounds: A New Method for the Construction of g em- …

[Ito; Kuroi; Ding; Taguchi Journal of the American Chemical Society, 1998 , vol. 120, # 26 p. 6623 - 6624]

Controlled Site-Selective Reaction of γ, γ-Dialkoxyallylic Zirconium Species with Carbonyl Compounds: A New Method for the Construction of g em- …

[Ito; Kuroi; Ding; Taguchi Journal of the American Chemical Society, 1998 , vol. 120, # 26 p. 6623 - 6624]

Photochemical reactions. XIV. Additions to ethyl propiolate

[Buechi,G.; Feairheller,S.H. Journal of Organic Chemistry, 1969 , vol. 34, p. 609 - 612]

Photochemical reactions. XIV. Additions to ethyl propiolate

[Buechi,G.; Feairheller,S.H. Journal of Organic Chemistry, 1969 , vol. 34, p. 609 - 612]

More Articles...