Author: Ronald James Doll
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 254
Book Description
Studies Directed Toward the Total Syntheses of the Gelsemium Alkaloids ...
Author: Ronald James Doll
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 254
Book Description
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 254
Book Description
Studies in the Total Synthesis of the Gelsemium Alkaloids
Author: Phillip Conrad Knutson
Publisher:
ISBN:
Category :
Languages : en
Pages : 1108
Book Description
The Gelsemium alkaloids represent a diverse class of natural products that have displayed interesting biological and medicinal properties. Because of their pharmacological interest as well as inherent synthetic challenges, chemists have been tackling the construction of these molecules for decades. Many of the Gelsemium alkaloids share a characteristic oxabicyclic core that is both densely packed and relatively unfunctionalized. We noticed that this core could be generated rapidly through a tandem cycloisomerization/Cope rearrangement. Through our execution of this methodology we were able to accomplish the total syntheses of Gelsenicine and Gelsedine. These total syntheses represent an entry into a divergent total synthesis program. Through the synthesis of a common core through the tandem cycloisomerization/Cope rearrangement, we envision access to other members of the Gelsemium alkaloid family, such as Gelsemoxonine. We have also demonstrated the enantioselective total synthesis of Gelsenicine through an enantioselective gold-catalyzed cycloisomerization. This was accomplished by using chiral ligands such as phosphoramidites and bisphosphines. We found that bisphosphine ligands bearing electron rich and bulky aryl substituents on phosphorous worked well to give high levels of asymmetric induction in the cycloisomerization product. Lastly, a convenient Cadiot8́2Chodkiewicz protocol that facilitates the use of low molecular weight alkyne coupling partners is described. The method entails an in situ elimination from a dibromooleƠ̐1n precursor and immediate subjection to copper-catalyzed conditions, circumventing the hazards of volatile brominated alkynes. The scope of this method is described, and the internal 1,3-diyne products are preliminarily evaluated in ruthenium-catalyzed azide-alkyne cycloadditions.
Publisher:
ISBN:
Category :
Languages : en
Pages : 1108
Book Description
The Gelsemium alkaloids represent a diverse class of natural products that have displayed interesting biological and medicinal properties. Because of their pharmacological interest as well as inherent synthetic challenges, chemists have been tackling the construction of these molecules for decades. Many of the Gelsemium alkaloids share a characteristic oxabicyclic core that is both densely packed and relatively unfunctionalized. We noticed that this core could be generated rapidly through a tandem cycloisomerization/Cope rearrangement. Through our execution of this methodology we were able to accomplish the total syntheses of Gelsenicine and Gelsedine. These total syntheses represent an entry into a divergent total synthesis program. Through the synthesis of a common core through the tandem cycloisomerization/Cope rearrangement, we envision access to other members of the Gelsemium alkaloid family, such as Gelsemoxonine. We have also demonstrated the enantioselective total synthesis of Gelsenicine through an enantioselective gold-catalyzed cycloisomerization. This was accomplished by using chiral ligands such as phosphoramidites and bisphosphines. We found that bisphosphine ligands bearing electron rich and bulky aryl substituents on phosphorous worked well to give high levels of asymmetric induction in the cycloisomerization product. Lastly, a convenient Cadiot8́2Chodkiewicz protocol that facilitates the use of low molecular weight alkyne coupling partners is described. The method entails an in situ elimination from a dibromooleƠ̐1n precursor and immediate subjection to copper-catalyzed conditions, circumventing the hazards of volatile brominated alkynes. The scope of this method is described, and the internal 1,3-diyne products are preliminarily evaluated in ruthenium-catalyzed azide-alkyne cycloadditions.
The Alkaloids: Chemistry and Pharmacology
Author:
Publisher: Academic Press
ISBN: 0080865577
Category : Science
Languages : en
Pages : 371
Book Description
The Alkaloids: Chemistry and Pharmacology
Publisher: Academic Press
ISBN: 0080865577
Category : Science
Languages : en
Pages : 371
Book Description
The Alkaloids: Chemistry and Pharmacology
Gelsemium Alkaloids
Author: Daniel Kuzmich
Publisher:
ISBN:
Category :
Languages : en
Pages : 850
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 850
Book Description
The Alkaloids
Author: R. H. F. Manske
Publisher: Elsevier
ISBN: 1483221970
Category : Medical
Languages : en
Pages : 598
Book Description
The Alkaloids: Chemistry and Physiology, Volume II focuses on strychnine and morphine alkaloids. This book discusses the elucidation of the structure of morphine, codeine, and thebaine; synthetic hydrophenanthrenes related to the morphine alkaloids; and stereochemistry of the morphine alkaloids and sinomenine. The elucidation of the constitution of sinomenine, biological effects of colchicine, chemistry of individual alkaloids, and alkaloids of gelsemium species are also elaborated. This text likewise covers the isolation of the alkaloids, phenanthrene nucleus of morphine, fission around the nitrogen atom, and synthetic hydrophenanthrenes related to the morphine alkaloids. This volume is useful to chemists and researchers conducting work on alkaloid chemistry.
Publisher: Elsevier
ISBN: 1483221970
Category : Medical
Languages : en
Pages : 598
Book Description
The Alkaloids: Chemistry and Physiology, Volume II focuses on strychnine and morphine alkaloids. This book discusses the elucidation of the structure of morphine, codeine, and thebaine; synthetic hydrophenanthrenes related to the morphine alkaloids; and stereochemistry of the morphine alkaloids and sinomenine. The elucidation of the constitution of sinomenine, biological effects of colchicine, chemistry of individual alkaloids, and alkaloids of gelsemium species are also elaborated. This text likewise covers the isolation of the alkaloids, phenanthrene nucleus of morphine, fission around the nitrogen atom, and synthetic hydrophenanthrenes related to the morphine alkaloids. This volume is useful to chemists and researchers conducting work on alkaloid chemistry.
The Alkaloids
Author:
Publisher: Academic Press
ISBN: 008095085X
Category : Science
Languages : en
Pages : 291
Book Description
This series is world-renowned as the leading compilation of current reviews of this vast field. Internationally acclaimed for more than 40 years, The Alkaloids: Chemistry and Biology, founded by the late Professor R.H.F. Manske, continues to provide outstanding coverage of this rapidly expanding field. Each volume provides, through its distinguished authors, up-to-date and detailed coverage of particular classes or sources of alkaloids. - Comprehensive, up-to-date reviews - Contributions from leading authors in their respective fields - Broad coverage of the chemical and biological aspects of important natural products
Publisher: Academic Press
ISBN: 008095085X
Category : Science
Languages : en
Pages : 291
Book Description
This series is world-renowned as the leading compilation of current reviews of this vast field. Internationally acclaimed for more than 40 years, The Alkaloids: Chemistry and Biology, founded by the late Professor R.H.F. Manske, continues to provide outstanding coverage of this rapidly expanding field. Each volume provides, through its distinguished authors, up-to-date and detailed coverage of particular classes or sources of alkaloids. - Comprehensive, up-to-date reviews - Contributions from leading authors in their respective fields - Broad coverage of the chemical and biological aspects of important natural products
An X-Ray Investigation of Some Delphinium and Gelsemium Alkaloids
Author: F M. Lovell
Publisher:
ISBN:
Category :
Languages : en
Pages : 0
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 0
Book Description
The Alkaloids of Chinese Gelsemium, Kou Wen, Gelsemium Elegans, BTH.
Author: T. Q. Chou
Publisher:
ISBN:
Category :
Languages : en
Pages :
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages :
Book Description
The Alkaloids
Author: Hans-Joachim Knolker
Publisher: Academic Press
ISBN: 0123982820
Category : Medical
Languages : en
Pages : 308
Book Description
Alkaloids make up a major group of natural products derived from a wide variety of organisms, and are widely used as medicinal and biological agents. Each volume in this series provides detailed coverage of particular classes or sources of alkaloids.
Publisher: Academic Press
ISBN: 0123982820
Category : Medical
Languages : en
Pages : 308
Book Description
Alkaloids make up a major group of natural products derived from a wide variety of organisms, and are widely used as medicinal and biological agents. Each volume in this series provides detailed coverage of particular classes or sources of alkaloids.
The Alkaloids
Author: Geoffrey A. Cordell
Publisher: Academic Press
ISBN: 0123745209
Category : Medical
Languages : en
Pages : 279
Book Description
Alkaloids make up a major group of natural products derived from a wide variety of organisms, and are widely used as medicinal and biological agents. Each volume in this series provides detailed coverage of particular classes or sources of alkaloids.
Publisher: Academic Press
ISBN: 0123745209
Category : Medical
Languages : en
Pages : 279
Book Description
Alkaloids make up a major group of natural products derived from a wide variety of organisms, and are widely used as medicinal and biological agents. Each volume in this series provides detailed coverage of particular classes or sources of alkaloids.