Synthesis of the Key Intermediate for Total Synthesis of Xestoquinone and Halenaquinone

碩士 === 國立清華大學 === 化學系 === 99 === In this thesis, we investigate the synthesis of the core structure 66 of the natural products xestoquinone (1) and halenaquinone (3). First, we chose enone 69 as starting material, which underwent oxidations, iodination and O-alkylation with side chain 84 afforded...

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Main Authors: Ho, Jung-Chieh, 何榮傑
Other Authors: 沙晉康
Format: Others
Language:zh-TW
Published: 2011
Online Access:http://ndltd.ncl.edu.tw/handle/16393620635425083403
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spelling ndltd-TW-099NTHU50650842015-10-13T20:23:00Z http://ndltd.ncl.edu.tw/handle/16393620635425083403 Synthesis of the Key Intermediate for Total Synthesis of Xestoquinone and Halenaquinone 天然物Xestoquinone和Halenaquinone全合成之關鍵中間體的合成研究 Ho, Jung-Chieh 何榮傑 碩士 國立清華大學 化學系 99 In this thesis, we investigate the synthesis of the core structure 66 of the natural products xestoquinone (1) and halenaquinone (3). First, we chose enone 69 as starting material, which underwent oxidations, iodination and O-alkylation with side chain 84 afforded compound 68. The compound 67 was obtained via intramolecluar radical cyclization, and then followed by aromatization to give diene 86. Finally, the crucial intermediate 66 was obtained by ring closing metathesis using catalyst 92. The total yield from enone 69 to compound 66 is 19.3%. In the future, compound 66 could be used for the total synthesis of xestoquinone (1) and halenaquinone (3) 沙晉康 2011 學位論文 ; thesis 58 zh-TW
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language zh-TW
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description 碩士 === 國立清華大學 === 化學系 === 99 === In this thesis, we investigate the synthesis of the core structure 66 of the natural products xestoquinone (1) and halenaquinone (3). First, we chose enone 69 as starting material, which underwent oxidations, iodination and O-alkylation with side chain 84 afforded compound 68. The compound 67 was obtained via intramolecluar radical cyclization, and then followed by aromatization to give diene 86. Finally, the crucial intermediate 66 was obtained by ring closing metathesis using catalyst 92. The total yield from enone 69 to compound 66 is 19.3%. In the future, compound 66 could be used for the total synthesis of xestoquinone (1) and halenaquinone (3)
author2 沙晉康
author_facet 沙晉康
Ho, Jung-Chieh
何榮傑
author Ho, Jung-Chieh
何榮傑
spellingShingle Ho, Jung-Chieh
何榮傑
Synthesis of the Key Intermediate for Total Synthesis of Xestoquinone and Halenaquinone
author_sort Ho, Jung-Chieh
title Synthesis of the Key Intermediate for Total Synthesis of Xestoquinone and Halenaquinone
title_short Synthesis of the Key Intermediate for Total Synthesis of Xestoquinone and Halenaquinone
title_full Synthesis of the Key Intermediate for Total Synthesis of Xestoquinone and Halenaquinone
title_fullStr Synthesis of the Key Intermediate for Total Synthesis of Xestoquinone and Halenaquinone
title_full_unstemmed Synthesis of the Key Intermediate for Total Synthesis of Xestoquinone and Halenaquinone
title_sort synthesis of the key intermediate for total synthesis of xestoquinone and halenaquinone
publishDate 2011
url http://ndltd.ncl.edu.tw/handle/16393620635425083403
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AT héróngjié tiānránwùxestoquinonehéhalenaquinonequánhéchéngzhīguānjiànzhōngjiāntǐdehéchéngyánjiū
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