Asymmetric Synthesis of Fagomine Isomers
碩士 === 中國醫藥大學 === 藥物化學研究所碩士班 === 97 === Hex-1-en-3-uloses were prepared from fulled-protected glycal either by direct oxidation with in situ generated Koser’s reagent or by a three-step procedure involving global deacetylation, selective allylic oxidation with pyridinium dichromate, and acetylation...
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| Format: | Others |
| Language: | zh-TW |
| Published: |
2009
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| Online Access: | http://ndltd.ncl.edu.tw/handle/79781498580306684797 |
| Summary: | 碩士 === 中國醫藥大學 === 藥物化學研究所碩士班 === 97 === Hex-1-en-3-uloses were prepared from fulled-protected glycal either by direct oxidation with in situ generated Koser’s reagent or by a three-step procedure involving global deacetylation, selective allylic oxidation with pyridinium dichromate, and acetylation(benzoxylation).
??-enamino ketones were successfully synthesized in good to excellent yields by reaction of hex-1-en-3-uloses with amines. After hydrogenation on palladium catalyst, ??-enamino ketones effectively underwent hydrodeamination.
We succed to reduce the????-enamino ketone by Zn powder in AcOH to affore the????-amino ketone and follow by hydroxyl group trans to –OTf and sequent cyclization to give the fagomine.
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