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The first total synthesis of ingenol.

Record Type:	Electronic resources : Monograph/item
Title/Author:	The first total synthesis of ingenol.
Author:	Rouse, Meagan Beth.
Description:	548 p.
Notes:	Source: Dissertation Abstracts International, Volume: 64-04, Section: B, page: 1738.
Notes:	Supervisor: Jeffrey D. Winkler.
Contained By:	Dissertation Abstracts International64-04B.
Subject:	Chemistry, Organic.
Online resource:	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.
LDR:01832nmm _2200277 _450 001 161943
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100 0 $a Rouse, Meagan Beth. $3 227038
245 1 4 $a The first total synthesis of ingenol. $h [electronic resource]
300 $a 548 p.
500 $a Source: Dissertation Abstracts International, Volume: 64-04, Section: B, page: 1738.
500 $a Supervisor: Jeffrey D. Winkler.
502 $a Thesis (Ph.D.)--University of Pennsylvania, 2003.
520 # $a *Please see dissertation for diagram.
520 # $a 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.*
520 # $a 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%.
590 $a School code: 0175.
650 # 0 $a Chemistry, Organic. $3 193634
710 0 # $a University of Pennsylvania. $3 212781
773 0 # $g 64-04B. $t Dissertation Abstracts International
790 $a 0175
790 1 0 $a Winkler, Jeffrey D., $e advisor
791 $a Ph.D.
792 $a 2003
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