脂肪族および芳香族水酸基からの脱酸素反応
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概要
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Methods for the selective replacement of OH groups by H are becoming more and more important and necessary in organic syntheses for not only natural products but also for functional materials. Deoxgenation methods are, furtheremore, of interest in "chiro-economic" syntheses of complex compounds, as carbohydrates can then serve as cheap chiral starting materials. Compared with the aromatic compounds, the aliphatic hydroxy compounds are more reactive toward nucleophiles and give various types of substituted products. Therefore, numerous methods have been developed for the deoxygenation of alcohols. We survey only the radical-based deoxygenation reactions of the aliphatic alcohols, involving derivatizing to appropriate compounds such as esters, ether, xanthate, and so on. On the other hand, catalytic hydrogenation as well as dissolving metal reduction methods of ethers, esters, urethane and so on are essential for the deoxygenation of the aromatic hydroxy compounds. We review these reactions in detail, together with our own recent studies on the deoxygenation and the simultaneous deuteration of aliphatic and aromatic hydroxy compounds, amino acids and nucleosides.
- 1995-03-30
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