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• W2952193145 abstract "The dianion 12 (right harpoon over left harpoon 13) of 1-(1,2,4-triazol-1-yl)phenylpropargyl ethyl ether 11(readily prepared from phenylpropargylaldehyde diethyl acetal 8 and 1,2,4-triazole) reacts with alkyl halides, aldehydes, ketones, and alpha,beta-unsaturated ketones to give exclusively gamma-substituted allenic products of type 10. These adducts underwent mild in situ hydrolysis enabling convenient syntheses of alpha,beta-unsaturated esters 9a-c and alpha,beta-unsaturated gamma-lactones 16, 18, 20, and 22. Reactions of dianion 13 with imines generated the 1,3,4-trisubstituted 2-alkoxypyrroles 27, 30, and 31 in high yields. The alkyl-substituted analog 34 underwent similar reactions to give predominantly the gamma-products 39,40, and 42 along with a small proportion of alpha-analogs." @default.
• W2952193145 created "2019-06-27" @default.
• W2952193145 creator A5021433515 @default.
• W2952193145 creator A5043962546 @default.
• W2952193145 creator A5082158198 @default.
• W2952193145 date "1997-02-01" @default.
• W2952193145 modified "2023-10-15" @default.
• W2952193145 title "Novel Syntheses of α,β-Unsaturated Esters, α,β-Unsaturated γ-Lactones, and 2-Alkoxypyrroles <i>via</i> 1,2,4-Triazole-Stabilized Allenic Anions" @default.
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• W2952193145 doi "https://doi.org/10.1021/jo961397l" @default.
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• W2952193145 hasPublicationYear "1997" @default.
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