有机合成讲义REDUCTION2.pptVIP

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有机合成讲义REDUCTION2

IV. Epoxides 1. Lithium aluminum hydride SN2 2. Hydroboration cis V. Acids and their derivatives 1. To alcohols or amines i. With LiAlH4 ii. With diborane iii. hydrogenation 2. To aldehydes i. Acids ii. Esters McFadyen-Stevens’ method At low temperature as below –70oC iii. Acyl halides Rosenmund reduction Indirect methods: Grundmann’s method (But)3SnH can also be used iv. amides DIBAL and Li[(EtO)2AlH2] can also be used for this purpose. v. Nitriles VI. Systems containing nitrogen 1. Nitro compounds 2. Imines Leuckart reaction Reductive amination Bu-DNJ 3. Oximes 4. Nitroso compounds 5

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