Author: John Kenneth Jenkins
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 0
Book Description
Cernuine and the minor alkaloids, from Lycopodium cernuum, have been reexamined. The structure and stereochemistry of cernuine (I), CH 3 has been determined. The biosynthesis of cernuine is discussed. Some simple chemical transformations of annopodine have been carried out and are interpreted in light of its structure (II) as determined by 3 H II X-ray diffraction studies. Possible biosynthetic routes leading to annopodine are proposed. The synthesis of luciduline, an alkaloid from Lycopodium lucidulum, has been attempted.
Structural and Synthetic Studies on Some Lycopodium Alkaloids
Author: John Kenneth Jenkins
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 0
Book Description
Cernuine and the minor alkaloids, from Lycopodium cernuum, have been reexamined. The structure and stereochemistry of cernuine (I), CH 3 has been determined. The biosynthesis of cernuine is discussed. Some simple chemical transformations of annopodine have been carried out and are interpreted in light of its structure (II) as determined by 3 H II X-ray diffraction studies. Possible biosynthetic routes leading to annopodine are proposed. The synthesis of luciduline, an alkaloid from Lycopodium lucidulum, has been attempted.
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 0
Book Description
Cernuine and the minor alkaloids, from Lycopodium cernuum, have been reexamined. The structure and stereochemistry of cernuine (I), CH 3 has been determined. The biosynthesis of cernuine is discussed. Some simple chemical transformations of annopodine have been carried out and are interpreted in light of its structure (II) as determined by 3 H II X-ray diffraction studies. Possible biosynthetic routes leading to annopodine are proposed. The synthesis of luciduline, an alkaloid from Lycopodium lucidulum, has been attempted.
Structural and Synthetic Studies on Lycopodium Alkaloids
Author: Michael D. Curcumelli-Rodostamo
Publisher:
ISBN:
Category :
Languages : en
Pages : 88
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 88
Book Description
Synthetic Studies on Lycopodium Alkaloids
Author: William Russell Bowman
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 0
Book Description
The structure of the Lycopodium alkaloid lycofawcine (base L)(74) isolated by R. H. Burnell has been determined by the use of mass spectral analysis. The proposed structure was confirmed by transformation of lycofawcine into O-acetylacrifoline. The total synthesis of lycodine (6) was attempted but was not brought to a successful conclusion. The total synthesis of dl-lycopodine (1) has been achieved via a natural relay compound. A method for transforming 11-substituted cis - cis -hexahydrojulolidines (A) into the corresponding cis - trans -hexahydrojulolidines (B) has been developed.
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 0
Book Description
The structure of the Lycopodium alkaloid lycofawcine (base L)(74) isolated by R. H. Burnell has been determined by the use of mass spectral analysis. The proposed structure was confirmed by transformation of lycofawcine into O-acetylacrifoline. The total synthesis of lycodine (6) was attempted but was not brought to a successful conclusion. The total synthesis of dl-lycopodine (1) has been achieved via a natural relay compound. A method for transforming 11-substituted cis - cis -hexahydrojulolidines (A) into the corresponding cis - trans -hexahydrojulolidines (B) has been developed.
Synthetic Studies on Some Lycopodium Alkaloids
Author: Kenneth Piers
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 0
Book Description
The transformation of lycopodine into annofoline via an unsaturated amido acetate has been carried out. This transformation is of biogenetic interest since lycopodine has been postulated to be the central intermediate in the biosynthesis of the Lycopodium alkaloids. The transformation of the unsaturated amido acetate obtained above into lycopodine has been carried out. This transformation is of potential use in the total synthesis of lycopodine since it provides a synthetic method of controlling the stereochemistry of the C-15 methyl group. The total synthesis of the cernuine ring skeleton has been achieved thus confirming the structural assignment made for the alkaloids cernuine and lycocernuine. The total synthesis was also useful in confirming the stereochemistry of the naturally occuring compounds .
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 0
Book Description
The transformation of lycopodine into annofoline via an unsaturated amido acetate has been carried out. This transformation is of biogenetic interest since lycopodine has been postulated to be the central intermediate in the biosynthesis of the Lycopodium alkaloids. The transformation of the unsaturated amido acetate obtained above into lycopodine has been carried out. This transformation is of potential use in the total synthesis of lycopodine since it provides a synthetic method of controlling the stereochemistry of the C-15 methyl group. The total synthesis of the cernuine ring skeleton has been achieved thus confirming the structural assignment made for the alkaloids cernuine and lycocernuine. The total synthesis was also useful in confirming the stereochemistry of the naturally occuring compounds .
A Unified Approach Toward the Total Synthesis of Lycopodium Alkaloids of the Miscellaneous Class
Author: Sarah Elizabeth House
Publisher:
ISBN:
Category :
Languages : en
Pages : 370
Book Description
A unified approach to the total synthesis of Lycopodium alkaloids belonging to the miscellaneous class has been developed, wherein a single tetracyclic amine is employed as a common intermediate in synthetic studies toward several alkaloids. An overview of Lycopodium alkaloids is presented, including their structural classification, isolation and biological activity. The biosynthesis of alkaloids in the miscellaneous group is discussed in depth. A summary of previous synthetic work focusing on miscellaneous Lycopodium alkaloids is presented, including total syntheses of luciduline, lyconadins A and B and nankakurines A and B.A model study of spirolucidine is discussed. A biomimetic route to access spirolucidine and nankakurine B has been investigated. In this study, a tetracyclic amine that is a key intermedite in the total synthesis of lyconadin A previously developed in our laboratory is elaborated into a tertiary alcohol that mimics the proposed biosynthetic precursor of nankakurine B.A biomimetic ring-contractive [alpha]-hydroxyimine rearrangement to generate nankakurine B has been extensively investigated and found to be disfavored. The conversion of a tricyclic ketone (first synthesized en route to lyconadin A) to the tetracyclic core of serratezomine D has been investigated. The core of this molecule was inaccessible via methods employed in the studies toward lyconadin A. The total synthesis of 1'-epi-dihydrolycolucine from the key common tetracyclic amine intermediate has been achieved. Studies toward the synthesis of serratezomine E served as a platform to develop this method and to determine the stereochemical outcome of this reaction.
Publisher:
ISBN:
Category :
Languages : en
Pages : 370
Book Description
A unified approach to the total synthesis of Lycopodium alkaloids belonging to the miscellaneous class has been developed, wherein a single tetracyclic amine is employed as a common intermediate in synthetic studies toward several alkaloids. An overview of Lycopodium alkaloids is presented, including their structural classification, isolation and biological activity. The biosynthesis of alkaloids in the miscellaneous group is discussed in depth. A summary of previous synthetic work focusing on miscellaneous Lycopodium alkaloids is presented, including total syntheses of luciduline, lyconadins A and B and nankakurines A and B.A model study of spirolucidine is discussed. A biomimetic route to access spirolucidine and nankakurine B has been investigated. In this study, a tetracyclic amine that is a key intermedite in the total synthesis of lyconadin A previously developed in our laboratory is elaborated into a tertiary alcohol that mimics the proposed biosynthetic precursor of nankakurine B.A biomimetic ring-contractive [alpha]-hydroxyimine rearrangement to generate nankakurine B has been extensively investigated and found to be disfavored. The conversion of a tricyclic ketone (first synthesized en route to lyconadin A) to the tetracyclic core of serratezomine D has been investigated. The core of this molecule was inaccessible via methods employed in the studies toward lyconadin A. The total synthesis of 1'-epi-dihydrolycolucine from the key common tetracyclic amine intermediate has been achieved. Studies toward the synthesis of serratezomine E served as a platform to develop this method and to determine the stereochemical outcome of this reaction.
Synthetic Study Toward Lycopodium Alkaloids Via a Common Bicyclic Intermediate
Author: Michaela C. Vertorano
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 69
Book Description
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 69
Book Description
Synthetic Studies Towards the Total Syntheses of the Tetracyclic Diquinane Lycopodium Alkaloids Magellanine and Magellaninone
Inorganic Syntheses, Volume 36
Author:
Publisher: John Wiley & Sons
ISBN: 1118744845
Category : Science
Languages : en
Pages : 344
Book Description
This volume of Inorganic Syntheses spans the preparations of wide range of important inorganic, organometallic and solid-state compounds. The volume is divided into 6 chapters. The first chapter contains the syntheses of some key early transition metal halide clusters and the very useful mononuclear molybdenum(III) synthon, MoCl3(THF)3. Chapter 2 covers the synthesis of a number of cyclopentadienyl compounds, including a novel route to sodium and potassium cyclopentadienide, MC5H5. Chapter 3 details synthetic procedures for a range of metal-metal bonded compounds, including several with metal-metal multiple bonds. Chapter 4 contains procedures for a range of early and late transition metal compounds, each a useful synthon for further synthetic elaboration. Chapter 5 deals with the synthesis of a number of main group compounds and ligands, while Chapter 6 covers teaching laboratory experiments.
Publisher: John Wiley & Sons
ISBN: 1118744845
Category : Science
Languages : en
Pages : 344
Book Description
This volume of Inorganic Syntheses spans the preparations of wide range of important inorganic, organometallic and solid-state compounds. The volume is divided into 6 chapters. The first chapter contains the syntheses of some key early transition metal halide clusters and the very useful mononuclear molybdenum(III) synthon, MoCl3(THF)3. Chapter 2 covers the synthesis of a number of cyclopentadienyl compounds, including a novel route to sodium and potassium cyclopentadienide, MC5H5. Chapter 3 details synthetic procedures for a range of metal-metal bonded compounds, including several with metal-metal multiple bonds. Chapter 4 contains procedures for a range of early and late transition metal compounds, each a useful synthon for further synthetic elaboration. Chapter 5 deals with the synthesis of a number of main group compounds and ligands, while Chapter 6 covers teaching laboratory experiments.
Approaches to the Total Synthesis of the Lycopodium Alkaloid Fawcettimine and Related Studies
Author: Todd Andrew Blumenkopf
Publisher:
ISBN:
Category :
Languages : en
Pages : 648
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 648
Book Description
Alkaloid Synthesis
Author: Hans-Joachim Knoelker
Publisher: Springer Science & Business Media
ISBN: 3642255280
Category : Science
Languages : en
Pages : 268
Book Description
Lycopodium Alkaloids: Isolation and Asymmetric Synthesis, by Mariko Kitajima and Hiromitsu Takayama.- Synthesis of Morphine Alkaloids and Derivatives, by Uwe Rinner and Tomas Hudlicky.- Indole Prenylation in Alkaloid Synthesis, by Thomas Lindel, Nils Marsch and Santosh Kumar Adla.- Marine Pyrroloiminoquinone Alkaloids, by Yasuyuki Kita and Hiromichi Fujioka.- Synthetic Studies on Amaryllidaceae and Other Terrestrially Derived Alkaloids, by Martin G. Banwell, Nadia Yuqian Gao, Brett D. Schwartz and Lorenzo V. White.- Synthesis of Pyrrole and Carbazole Alkaloids, by Ingmar Bauer and Hans-Joachim Knölker.-
Publisher: Springer Science & Business Media
ISBN: 3642255280
Category : Science
Languages : en
Pages : 268
Book Description
Lycopodium Alkaloids: Isolation and Asymmetric Synthesis, by Mariko Kitajima and Hiromitsu Takayama.- Synthesis of Morphine Alkaloids and Derivatives, by Uwe Rinner and Tomas Hudlicky.- Indole Prenylation in Alkaloid Synthesis, by Thomas Lindel, Nils Marsch and Santosh Kumar Adla.- Marine Pyrroloiminoquinone Alkaloids, by Yasuyuki Kita and Hiromichi Fujioka.- Synthetic Studies on Amaryllidaceae and Other Terrestrially Derived Alkaloids, by Martin G. Banwell, Nadia Yuqian Gao, Brett D. Schwartz and Lorenzo V. White.- Synthesis of Pyrrole and Carbazole Alkaloids, by Ingmar Bauer and Hans-Joachim Knölker.-