The Journal of Organic Chemistry

Reductive and Nonreductive Aromatization of Quinol Ketal Glycals. Models for the Preparation of C-Aryl Glycoside Natural Products

KA Parker, CA Coburn, Y Koh

文献索引：Parker, Kathlyn A.; Coburn, Craig A.; Koh, Yung-hyo Journal of Organic Chemistry, 1995 , vol. 60, # 9 p. 2938 - 2941

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被引用次数: 30

摘要

In the product mixtures from experiments in which the molar ratio of borane to substrate was at least 2: l (Table 2), a significant amount of material was found in a low Rf chromatography fraction (last column). One component of this fraction was isolated and identified as tetrahydropyran 12, presumably the result of overreduction of enol ether 8. The reduction of enol ethers to ethers by excess boraneg is the subject of further study in our labs.

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