p-Methoxyacetophenone dimethyl ketal and. alpha., p-dimethoxystyrene. Efficient and useful reagents for 1, 2-and 1, 3-diol protection
BH Lipshutz, MC Morey
Index: Lipshutz, Bruce H.; Morey, Matthew C. Journal of Organic Chemistry, 1981 , vol. 46, # 11 p. 2419 - 2423
Full Text: HTML
Citation Number: 20
Abstract
DM Chem. Reu. 1979, 79, 491. as its a-methyl derivative at C-1 (entry 4), efficiently gave a single new compound under the reaction conditions. In choosing 2, it was anticipated that simple exposure of 3 to a Lewis acid (LA) should, following workup, effect cleavage, 12 due to the strong stabilizing nature of the functional groups located on the incipient carbocation (ie, 4). Quenching with soluble hydroxide ion (see Experimental Section) should return the ...
Related Articles:
Carbonyl methylenation using a titanium-aluminum (Tebbe) complex
[Pine, Stanley H.; Pettit, Robert J.; Geib, Gregory D.; Cruz, Susana G.; Gallego, Claudio H.; et al. Journal of Organic Chemistry, 1985 , vol. 50, # 8 p. 1212 - 1216]
Total synthesis of cystothiazoles A and C
[Gompper, Rudolf; Vogt, Hans-Hubert Chemische Berichte, 1981 , vol. 114, # 8 p. 2866 - 2883]
Thermodynamics of the isodesmic enol-to-methyl enol ether equilibrium in water
[Toullec, Jean; El-Alaoui, Mohiedine; Kleffert, Pascal Tetrahedron Letters, 1987 , vol. 28, # 17 p. 1889 - 1892]