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Total synthesis of ingenol.

Nickel, Andrew.

Total synthesis of ingenol.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Total synthesis of ingenol.
Author:	Nickel, Andrew.
Description:	406 p.
Notes:	Director: John L. Wood.
Notes:	Source: Dissertation Abstracts International, Volume: 66-11, Section: B, page: 5988.
Contained By:	Dissertation Abstracts International66-11B.
Subject:	Chemistry, Organic.
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3194690
ISBN:	9780542394546

Total synthesis of ingenol.
Nickel, Andrew.

Total synthesis of ingenol. - 406 p.

Director: John L. Wood.

Thesis (Ph.D.)--Yale University, 2005.

Following formation of the ingenane tetracylic skeleton, model systems were investigated to determine suitable strategies for the proper functionalization of the A and B rings of ingenol. During this process, several regio- and diastereoselective reactions were discovered that enabled the efficient synthesis of the natural product 20-deoxyingenol. Subsequently, 20-deoxyingenol was converted to the title compound, ingenol.

ISBN: 9780542394546Subjects--Topical Terms:

193634
Chemistry, Organic.

Total synthesis of ingenol.
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100 0 $a Nickel, Andrew. $3 244977
245 1 0 $a Total synthesis of ingenol.
300 $a 406 p.
500 $a Director: John L. Wood.
500 $a Source: Dissertation Abstracts International, Volume: 66-11, Section: B, page: 5988.
502 $a Thesis (Ph.D.)--Yale University, 2005.
520 # $a Following formation of the ingenane tetracylic skeleton, model systems were investigated to determine suitable strategies for the proper functionalization of the A and B rings of ingenol. During this process, several regio- and diastereoselective reactions were discovered that enabled the efficient synthesis of the natural product 20-deoxyingenol. Subsequently, 20-deoxyingenol was converted to the title compound, ingenol.
520 # $a Total syntheses of two ingenane diterpenes, ingenol and 20-deoxyingenol, are presented. The ingenane diterpenes are a family of tetracyclic natural products possessing a bicyclo[4.4.1]undecane skelton with inside-outside bridgehead stereochemistry. The approach described herein utilizes a ring closing metathesis strategy to rapidly assemble this unusual structural feature.
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650 # 0 $a Chemistry, Organic. $3 193634
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710 0 # $a Yale University. $3 212430
773 0 # $g 66-11B. $t Dissertation Abstracts International
790 $a 0265
790 1 0 $a Wood, John L., $e advisor
791 $a Ph.D.
792 $a 2005
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