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Total Synthesis of Platensimycin, Ca...

Wang, Jianhua.

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Total Synthesis of Platensimycin, Carbaplatensimycin and Sporolide B.

Record Type:	Language materials, printed : Monograph/item
Title/Author:	Total Synthesis of Platensimycin, Carbaplatensimycin and Sporolide B./
Author:	Wang, Jianhua.
Description:	325 p.
Notes:	Source: Dissertation Abstracts International, Volume: 72-01, Section: B, page: 0269.
Contained By:	Dissertation Abstracts International72-01B.
Subject:	Chemistry, Organic. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3435740
ISBN:	9781124344775

Total Synthesis of Platensimycin, Carbaplatensimycin and Sporolide B.
Wang, Jianhua.

Total Synthesis of Platensimycin, Carbaplatensimycin and Sporolide B. - 325 p.

Source: Dissertation Abstracts International, Volume: 72-01, Section: B, page: 0269.

Thesis (Ph.D.)--The Scripps Research Institute, 2010.

This thesis documents the total synthesis of platensimycin, carbaplatensimycin and sporolide B. Chapter 1 is focused on the formal synthesis of (+/-)-platensimycin, a selective FabF inhibitor, with a Stetter reaction and an intramolecular radical cyclization as the key transformations. After the accomplishment of the synthesis of platensimycin, the total synthesis and biological evaluation of its all-carbon analogue, carbaplatensimycin, was proceeded and the results from this investigation is summarized in Chapter 2. In Chapter 3, full account of our effort into the total synthesis of sporolide B is documented starting from strategic design to the synthesis of sporolide model system through an intramolecular o-quinone [4+2] cycloaddition reaction. Facilitated by the novel synthetic method, the total synthesis of sporolide B, along with its 9-epimer (9-epi-sporolide B), was accomplished with unprecedented adoption of the o-quinone [4+2] cycloaddition reaction and trialkyne [2+2+2] cycloaddition reaction in the complex molecule synthesis.

ISBN: 9781124344775Subjects--Topical Terms:

516206
Chemistry, Organic.

Total Synthesis of Platensimycin, Carbaplatensimycin and Sporolide B.
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020 $a 9781124344775
035 $a (UMI)AAI3435740
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100 1 $a Wang, Jianhua. $3 1684081
245 1 0 $a Total Synthesis of Platensimycin, Carbaplatensimycin and Sporolide B.
300 $a 325 p.
500 $a Source: Dissertation Abstracts International, Volume: 72-01, Section: B, page: 0269.
500 $a Adviser: K. C. Nicolaou.
502 $a Thesis (Ph.D.)--The Scripps Research Institute, 2010.
520 $a This thesis documents the total synthesis of platensimycin, carbaplatensimycin and sporolide B. Chapter 1 is focused on the formal synthesis of (+/-)-platensimycin, a selective FabF inhibitor, with a Stetter reaction and an intramolecular radical cyclization as the key transformations. After the accomplishment of the synthesis of platensimycin, the total synthesis and biological evaluation of its all-carbon analogue, carbaplatensimycin, was proceeded and the results from this investigation is summarized in Chapter 2. In Chapter 3, full account of our effort into the total synthesis of sporolide B is documented starting from strategic design to the synthesis of sporolide model system through an intramolecular o-quinone [4+2] cycloaddition reaction. Facilitated by the novel synthetic method, the total synthesis of sporolide B, along with its 9-epimer (9-epi-sporolide B), was accomplished with unprecedented adoption of the o-quinone [4+2] cycloaddition reaction and trialkyne [2+2+2] cycloaddition reaction in the complex molecule synthesis.
590 $a School code: 1179.
650 4 $a Chemistry, Organic. $3 516206
690 $a 0490
710 2 $a The Scripps Research Institute. $3 1251203
773 0 $t Dissertation Abstracts International $g 72-01B.
790 1 0 $a Nicolaou, K. C., $e advisor
790 $a 1179
791 $a Ph.D.
792 $a 2010
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3435740