The Knoevenagel-Doebner Reaction on 1,2-O-(2,2,2-Trichloroethylidene) Derivatives of D-Gluco- and D-Manno- furanose †
Abstract
:1. Introduction
2. Results and Discussion
3. Experimental
3.1. General
4. Conclusions
References
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Sample Availability: Samples of the compounds are available from the authors. |
Comp. | 1-H | HA | 2-H | 3-H | 4-H | 5-H | 6-H | 7-H | OH |
---|---|---|---|---|---|---|---|---|---|
3 | 6.10 d, J1,2= 3.9 Hz | 5.43 s | 4.68 d | 4.23 d, J3,4 = 3.1 Hz | 5.00 ddd, J4,5 = 5.5 Hz, J4,6 = 2.0 Hz | 6.75 dd, J5,6 = 15.6 Hz | 5.98 dd | 12.32 s | 5.48 s |
6 | 6.28 d, J1,2= 3.6 Hz | 5.85 s | 4.75 d | 4.19 bs | 4.76 m | 6.75 dd, J5,6 = 15.8 Hz, J4,5 = 5.6 Hz | 5.98 dd, J4,6 = 1.2 Hz | 12.42 bs | 5.55 bs |
9 | 6.14 d, J1,2= 3.6 Hz | 5.92 s | 4.39 dd, J2,3 = 3.6 Hz | 4.84 dd, J3,4 = 4.4 Hz | 3.73 m | 6.75 dd, J4,5 = 5.6 Hz, J5,6 = 16.0 Hz | 5.99 dd, J4,6 = 1.6 Hz | 12.50 s | 5.76 bs |
Comp. | COOH | 5-C, 6-C | 1-C, CHCCl3, | CCl3 | 2-C, 3-C, 4-C |
---|---|---|---|---|---|
3 | 168.1 | 141.9, 123.3 | 107.1, 105.9 | 97.2 | 87.8, 81.8, 75.4 |
6 | 167.2 | 142.2, 124.5 | 108.7, 106.6 | 100.4 | 88.2, 81.1, 75.7 |
9 | 167.2 | 143.7, 123.8 | 109.4, 105.6 | 100.4 | 82.3, 79.0, 75.9 |
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Kök, G.; Karayıldırım, T.; Ay, K.; Ay, E. The Knoevenagel-Doebner Reaction on 1,2-O-(2,2,2-Trichloroethylidene) Derivatives of D-Gluco- and D-Manno- furanose. Molecules 2010, 15, 7724-7731. https://doi.org/10.3390/molecules15117724
Kök G, Karayıldırım T, Ay K, Ay E. The Knoevenagel-Doebner Reaction on 1,2-O-(2,2,2-Trichloroethylidene) Derivatives of D-Gluco- and D-Manno- furanose. Molecules. 2010; 15(11):7724-7731. https://doi.org/10.3390/molecules15117724
Chicago/Turabian StyleKök, Gökhan, Tamer Karayıldırım, Kadir Ay, and Emriye Ay. 2010. "The Knoevenagel-Doebner Reaction on 1,2-O-(2,2,2-Trichloroethylidene) Derivatives of D-Gluco- and D-Manno- furanose" Molecules 15, no. 11: 7724-7731. https://doi.org/10.3390/molecules15117724