Formal Total Synthesis of Fawcettimine
碩士 === 國立清華大學 === 化學系 === 99 === In this thesis, the formal synthesis of the nature product fawcettimine (1) is described. α-iodo ketone ring 72 was obtained from the 1,4- addition of enone 73 and followed by iodination. A radical cyclization was employed to construct the [6,5]- bicycle skeleton 81....
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| Format: | Others |
| Language: | zh-TW |
| Published: |
2011
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| Online Access: | http://ndltd.ncl.edu.tw/handle/79267751960482454129 |
| Summary: | 碩士 === 國立清華大學 === 化學系 === 99 === In this thesis, the formal synthesis of the nature product fawcettimine (1) is described. α-iodo ketone ring 72 was obtained from the 1,4- addition of enone 73 and followed by iodination. A radical cyclization was employed to construct the [6,5]- bicycle skeleton 81. Conversion of 81 into the compound 92 by modifying functional group and inducing the side-chain via 1,2- addition gave the compound 92. Finally, construction of the aza nine- membered ring employing double N-alkylation gave the known intermediate 62, which is an intermediate in Yang’s total synthesis of fawcettimine (1) and therefore a formal synthesis was achieved
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