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Progress Towards the Total Synthesis of Stemocurtisine via Carbonylative Lactonization Strategy.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Progress Towards the Total Synthesis of Stemocurtisine via Carbonylative Lactonization Strategy./
Author:	Nishio, Yu.
Description:	1 online resource (76 pages)
Notes:	Source: Masters Abstracts International, Volume: 84-10.
Contained By:	Masters Abstracts International84-10.
Subject:	Metals. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=30499185click for full text (PQDT)
ISBN:	9798379435271

Progress Towards the Total Synthesis of Stemocurtisine via Carbonylative Lactonization Strategy.
Nishio, Yu.

Progress Towards the Total Synthesis of Stemocurtisine via Carbonylative Lactonization Strategy. - 1 online resource (76 pages)

Source: Masters Abstracts International, Volume: 84-10.

Thesis (M.S.)--Purdue University, 2023.

Includes bibliographical references

Carbon monoxide is a cheap and abundant one carbon source. Insertion of carbon monoxide using palladium catalysts, also known as carbonylation reactions, has been developed in the last few decades. In addition, cyclopropanols are unique structures that are often benchtop stable and are synthetically useful due to the inherent ring strain and the vast number of functional groups it can be transformed into. For example, our group, a transformation from a hydroxycyclopropanol to a THF fused bicyclic lactone was developed. Herein, I discuss the synthetic applications of this transformation in natural product synthesis towards the Stemona alkaloid, Stemocurtisine. The total synthesis of stemocurtisine was attempted with the Kulinkovich reaction followed by the palladium catalyzed carbonylation reaction developed in our group as the key reaction. While the general skeleton was developed, one key C-N bond was not able to be formed. Although the synthesis was not able to be completed, the skeleton of stemocurtisine, including the tricyclic core was synthesized.

Electronic reproduction.
Ann Arbor, Mich. :
ProQuest,
2023

Mode of access: World Wide Web

ISBN: 9798379435271Subjects--Topical Terms:

601053
Metals.
Index Terms--Genre/Form:

542853
Electronic books.

Progress Towards the Total Synthesis of Stemocurtisine via Carbonylative Lactonization Strategy.
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035 $a AAI30499185
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100 1 $a Nishio, Yu. $3 3701405
245 1 0 $a Progress Towards the Total Synthesis of Stemocurtisine via Carbonylative Lactonization Strategy.
264 0 $c 2023
300 $a 1 online resource (76 pages)
336 $a text $b txt $2 rdacontent
337 $a computer $b c $2 rdamedia
338 $a online resource $b cr $2 rdacarrier
500 $a Source: Masters Abstracts International, Volume: 84-10.
500 $a Advisor: Dai, Mingji; Parkinson, Elizabeth.
502 $a Thesis (M.S.)--Purdue University, 2023.
504 $a Includes bibliographical references
520 $a Carbon monoxide is a cheap and abundant one carbon source. Insertion of carbon monoxide using palladium catalysts, also known as carbonylation reactions, has been developed in the last few decades. In addition, cyclopropanols are unique structures that are often benchtop stable and are synthetically useful due to the inherent ring strain and the vast number of functional groups it can be transformed into. For example, our group, a transformation from a hydroxycyclopropanol to a THF fused bicyclic lactone was developed. Herein, I discuss the synthetic applications of this transformation in natural product synthesis towards the Stemona alkaloid, Stemocurtisine. The total synthesis of stemocurtisine was attempted with the Kulinkovich reaction followed by the palladium catalyzed carbonylation reaction developed in our group as the key reaction. While the general skeleton was developed, one key C-N bond was not able to be formed. Although the synthesis was not able to be completed, the skeleton of stemocurtisine, including the tricyclic core was synthesized.
533 $a Electronic reproduction. $b Ann Arbor, Mich. : $c ProQuest, $d 2023
538 $a Mode of access: World Wide Web
650 4 $a Metals. $3 601053
650 4 $a Palladium. $3 644757
650 4 $a Zinc. $3 2206375
650 4 $a Solvents. $3 620946
650 4 $a Carbon monoxide. $3 738287
650 4 $a Ligands. $3 686413
650 4 $a Alcohol. $3 872287
650 4 $a Chromatography. $3 1073639
650 4 $a Magnesium. $3 2055676
650 4 $a Natural products. $3 604625
650 4 $a Biological activity. $3 3699913
650 4 $a Organic chemistry. $3 523952
650 4 $a Crude oil. $3 3561710
650 4 $a Nitrogen. $3 1314426
650 4 $a Chemical engineering. $3 560457
655 7 $a Electronic books. $2 lcsh $3 542853
690 $a 0490
690 $a 0542
710 2 $a ProQuest Information and Learning Co. $3 783688
710 2 $a Purdue University. $3 1017663
773 0 $t Masters Abstracts International $g 84-10.
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=30499185 $z click for full text (PQDT)