The Journal of Organic Chemistry

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

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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 ...