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The first total synthesis of ingenol.
紀錄類型:
書目-電子資源 : Monograph/item
正題名/作者:
The first total synthesis of ingenol.
作者:
Rouse, Meagan Beth.
面頁冊數:
548 p.
附註:
Source: Dissertation Abstracts International, Volume: 64-04, Section: B, page: 1738.
附註:
Supervisor: Jeffrey D. Winkler.
Contained By:
Dissertation Abstracts International64-04B.
標題:
Chemistry, Organic.
電子資源:
http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3087458
ISBN:
0496352288
The first total synthesis of ingenol.
Rouse, Meagan Beth.
The first total synthesis of ingenol.
[electronic resource] - 548 p.
Source: Dissertation Abstracts International, Volume: 64-04, Section: B, page: 1738.
Thesis (Ph.D.)--University of Pennsylvania, 2003.
*Please see dissertation for diagram.
ISBN: 0496352288Subjects--Topical Terms:
193634
Chemistry, Organic.
The first total synthesis of ingenol.
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Source: Dissertation Abstracts International, Volume: 64-04, Section: B, page: 1738.
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Supervisor: Jeffrey D. Winkler.
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Thesis (Ph.D.)--University of Pennsylvania, 2003.
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*Please see dissertation for diagram.
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Ingenol is a tetracyclic diterpene polyol which was originally isolated from plants of the Euphorbiaceae family. The synthetic appeal of this densely functionalized natural product can be attributed to both the unique molecular architecture and the diverse biological activity.*
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This dissertation depicts the first total synthesis of ingenol which comprises nearly two decades of research. The most notable feature of this synthesis is construction of the "In-Out" tricycle through implementation of the novel [2+2] dioxenone photocycloaddition/retroaldol fragmentation methodology. Also, the high degree of oxygenation located along the lower hemisphere of the molecule was installed in a highly efficient manner. The total synthesis was completed in 38 steps, with an average yield per step of 82% and an overall yield of 0.06%.
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School code: 0175.
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