語系:
繁體中文
English
說明(常見問題)
圖資館首頁
登入
回首頁
切換:
標籤
|
MARC模式
|
ISBD
Progress towards the total synthesis...
~
Fox, Richard J.
Progress towards the total synthesis of (+)-sorangicin A.
紀錄類型:
書目-電子資源 : Monograph/item
正題名/作者:
Progress towards the total synthesis of (+)-sorangicin A.
作者:
Fox, Richard J.
面頁冊數:
666 p.
附註:
Adviser: Amos B. Smith, III.
附註:
Source: Dissertation Abstracts International, Volume: 67-07, Section: B, page: 3800.
Contained By:
Dissertation Abstracts International67-07B.
標題:
Chemistry, Organic.
電子資源:
http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3225459
ISBN:
9780542798948
Progress towards the total synthesis of (+)-sorangicin A.
Fox, Richard J.
Progress towards the total synthesis of (+)-sorangicin A.
- 666 p.
Adviser: Amos B. Smith, III.
Thesis (Ph.D.)--University of Pennsylvania, 2006.
*Please refer to dissertation for diagrams.
ISBN: 9780542798948Subjects--Topical Terms:
193634
Chemistry, Organic.
Progress towards the total synthesis of (+)-sorangicin A.
LDR
:03644nmm _2200337 _450
001
180618
005
20080111103756.5
008
090528s2006 eng d
020
$a
9780542798948
035
$a
00311643
040
$a
UMI
$c
UMI
100
0
$a
Fox, Richard J.
$3
264194
245
1 0
$a
Progress towards the total synthesis of (+)-sorangicin A.
300
$a
666 p.
500
$a
Adviser: Amos B. Smith, III.
500
$a
Source: Dissertation Abstracts International, Volume: 67-07, Section: B, page: 3800.
502
$a
Thesis (Ph.D.)--University of Pennsylvania, 2006.
520
#
$a
*Please refer to dissertation for diagrams.
520
#
$a
Based on the lessons learned from the first generation strategy, Chapter 3 describes our improved second generation synthesis of the 2,6-dioxabicyclo[3.2.1]octane ring system. Specifically, in this revised approach, a more rapid synthesis of a modified cyclization precursor was achieved. Overall, the second generation synthesis proceeded in 17 steps and 1.7% overall yield.*
520
#
$a
Chapter 2 then describes the development of a first generation synthesis of the 2,6dioxabicyclo[3.2.1]octane ring system. Our strategy, based on the precedent of Mukai and Hanoaka, entailed a series of epoxide ring-openings. The first, facilitated by an TMS-alkyne Co2(CO)6 complex, proceeded in a highly regio- and stereoselective fashion. Overall, the first generation synthesis was achieved in 23 steps and 1.5% overall yield.*
520
#
$a
Chapter 4 then describes the stereocontrolled assembly of the C(1)-C(15) aldehyde fragment. The highlights of the synthesis included: (1) a stereoselective conjugate addition reaction to install the C(8,9) bond; (2) chemo- and stereoselective C(10) oxidation of the resulting TES-enol ether; and (3) installation of the C(11,12) olefin via reduction of the corresponding enol triflate. Overall, the synthesis of the C(1)-C(15) aldehyde fragment was achieved in 19 steps and 8% overall yield.*
520
#
$a
Chapter one initially discusses the isolation, structure elucidation, and biological profile of the sorangicins. Subsequently, the structure-activity relationship and chemical modification studies of (+)-sorangicin A, as well as other synthetic approaches, are presented.*
520
#
$a
Chapter two initially discloses the three main challenges we envisioned that our synthetic plan would address, namely: (1) the construction of the novel 2,6-dioxabicyclo[3.2.1]octane ring system through an epoxide ring-opening cascade initiated by a Co2(CO)6-alkyne complex; (2) the extension of the Petasis-Ferrier linchpin union/rearrangement tactic to aldehydes possessing alpha- and beta-oxygenation, as well as an acid sensitive acetonide group; and (3) implementation of the Kocienski-modified Julia olefination to couple highly advanced and complex fragments.
520
#
$a
Finally, Chapter 5 discloses our fragment coupling results, presents our model study experiments, discusses our end-game strategy, and outlines a third generation approach to the 2,6-dioxabicyclo[3.2.1]octane ring system of (+)-sorangicin A.*
520
#
$a
This dissertation has been divided into five chapters, and describes our synthetic efforts towards (+)-sorangicin A, a macrolide antibiotic known to inhibit RNA polymerization.
590
$a
School code: 0175.
650
# 0
$a
Chemistry, Organic.
$3
193634
690
$a
0490
710
0 #
$a
University of Pennsylvania.
$3
212781
773
0 #
$g
67-07B.
$t
Dissertation Abstracts International
790
$a
0175
790
1 0
$a
Smith, Amos B., III,
$e
advisor
791
$a
Ph.D.
792
$a
2006
856
4 0
$u
http://libsw.nuk.edu.tw:81/login?url=http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3225459
$z
http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3225459
筆 0 讀者評論
全部
電子館藏
館藏
1 筆 • 頁數 1 •
1
條碼號
館藏地
館藏流通類別
資料類型
索書號
使用類型
借閱狀態
預約狀態
備註欄
附件
000000007483
電子館藏
1圖書
學位論文
TH
一般使用(Normal)
在架
0
1 筆 • 頁數 1 •
1
多媒體
多媒體檔案
http://libsw.nuk.edu.tw:81/login?url=http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3225459
評論
新增評論
分享你的心得
Export
取書館別
處理中
...
變更密碼
登入