國立高雄大學圖資館 |

Language: English

Back

Progress toward the total synthesis of securamine A :Construction of the securamine macrocyclic core

Record Type:	Electronic resources : Monograph/item
Title/Author:	Progress toward the total synthesis of securamine A :
Reminder of title:	Construction of the securamine macrocyclic core
Author:	Korakas, Peter.
Description:	300 p.
Notes:	Director: John Louis Wood.
Notes:	Source: Dissertation Abstracts International, Volume: 65-03, Section: B, page: 1328.
Contained By:	Dissertation Abstracts International65-03B.
Subject:	Chemistry, Organic.
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3125233
ISBN:	0496725238

Progress toward the total synthesis of securamine A :Construction of the securamine macrocyclic core
Korakas, Peter.

Progress toward the total synthesis of securamine A :Construction of the securamine macrocyclic core [electronic resource] - 300 p.

Director: John Louis Wood.

Thesis (Ph.D.)--Yale University, 2004.

Applying knowledge gained from previous synthetic efforts has led to two corresponding synthetic approaches to the securamine A macrocyclic core. The first approach attempts to employ a copper mediated cross coupling between a primary amide and (Z)-vinyl iodide. The second strategy relies upon a well precedented lactone-to-lactam ring expansion (217--218 ).

ISBN: 0496725238Subjects--Topical Terms:

193634
Chemistry, Organic.

Progress toward the total synthesis of securamine A :Construction of the securamine macrocyclic core
LDR:02115nmm _2200289 _450 001 162517
005 20051017073454.5
008 230606s2004 eng d
020 $a 0496725238
035 $a 00149018
035 $a 162517
040 $a UnM $c UnM
100 0 $a Korakas, Peter. $3 227659
245 1 0 $a Progress toward the total synthesis of securamine A : $b Construction of the securamine macrocyclic core $h [electronic resource]
300 $a 300 p.
500 $a Director: John Louis Wood.
500 $a Source: Dissertation Abstracts International, Volume: 65-03, Section: B, page: 1328.
502 $a Thesis (Ph.D.)--Yale University, 2004.
520 # $a Applying knowledge gained from previous synthetic efforts has led to two corresponding synthetic approaches to the securamine A macrocyclic core. The first approach attempts to employ a copper mediated cross coupling between a primary amide and (Z)-vinyl iodide. The second strategy relies upon a well precedented lactone-to-lactam ring expansion (217--218 ).
520 # $a In the latter sequence, an iodine monochloride reaction is employed to successfully functionalize the C2-C3 imidazole side chain. With the completed securamine macrocycle in hand, work stands only a few steps away from a completed natural product.
520 # $a Securamine A (1) is an unprecedented halogenated indole-imidazole alkaloid isolated from Securiflustra securifrons, a marine bryozoan native to the North Sea. It is one of seven natural product congeners, each composed of a pyrolloindole core along with a substituted imidazole connected by a modified isoprene unit on one end and a rare enamide moiety on the other. Herein are described efforts toward the total synthesis of this structurally unique alkaloid natural product.
590 $a School code: 0265.
650 # 0 $a Chemistry, Organic. $3 193634
690 $a 0490
710 0 # $a Yale University. $3 212430
773 0 # $g 65-03B. $t Dissertation Abstracts International
790 $a 0265
790 1 0 $a Wood, John Louis, $e advisor
791 $a Ph.D.
792 $a 2004
856 4 0 $u http://libsw.nuk.edu.tw/login?url=http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3125233 $z http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3125233