Author: Leonard Sung
Publisher:
ISBN: 9780549716709
Category :
Languages : en
Pages : 38
Book Description
Synthetic efforts toward the [3+1] quadrigemine alkaloids are described in this dissertation. Chapter 1 reviews the quadrigemine alkaloids from a historical perspective and discusses methods for the construction of their highly congested vicinal and diaryl all-carbon quaternary stereocenters. The application of these methods is featured in the presentation of the enantioselective syntheses of hodgkinsine and quadrigemine C.
Studies Toward the Enantioselective Total Synthesis of Quadrigemine H
Author: Leonard Sung
Publisher:
ISBN: 9780549716709
Category :
Languages : en
Pages : 38
Book Description
Synthetic efforts toward the [3+1] quadrigemine alkaloids are described in this dissertation. Chapter 1 reviews the quadrigemine alkaloids from a historical perspective and discusses methods for the construction of their highly congested vicinal and diaryl all-carbon quaternary stereocenters. The application of these methods is featured in the presentation of the enantioselective syntheses of hodgkinsine and quadrigemine C.
Publisher:
ISBN: 9780549716709
Category :
Languages : en
Pages : 38
Book Description
Synthetic efforts toward the [3+1] quadrigemine alkaloids are described in this dissertation. Chapter 1 reviews the quadrigemine alkaloids from a historical perspective and discusses methods for the construction of their highly congested vicinal and diaryl all-carbon quaternary stereocenters. The application of these methods is featured in the presentation of the enantioselective syntheses of hodgkinsine and quadrigemine C.
Studies Toward the Enantioselective Total Synthesis of Manzamine A
Author: Matthew David Kowalski
Publisher:
ISBN:
Category :
Languages : en
Pages : 404
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 404
Book Description
Enantioselective Total Syntheses of Teubrevin G and Teubrevin H and Studies Toward the Enantioselective Total Synthesis of Vinigrol
Author: Ivan V. Efremov
Publisher:
ISBN:
Category :
Languages : en
Pages : 552
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 552
Book Description
Studies Toward an Enantioselective Total Synthesis of (-)- Aleurodiscal
Author: Todd M. Heidelbaugh
Publisher:
ISBN:
Category :
Languages : en
Pages : 694
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 694
Book Description
Studies Toward the Enantioselective Total Synthesis of Stemonine
Author: Beth Ann Plattner
Publisher:
ISBN:
Category :
Languages : en
Pages : 138
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 138
Book Description
Studies Towards the Enantioselective Total Synthesis of Manzamine A
Author: Theodore Mark Kamenecka
Publisher:
ISBN:
Category :
Languages : en
Pages : 336
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 336
Book Description
Studies Directed Toward the Enantioselective Total Synthesis of Guattegaumerine
Author: Cheryl Faye Lichti
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 186
Book Description
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 186
Book Description
Studies Directed Towards the Enantioselective Total Synthesis of Trans-Dihydrolycorcidine
Author: William L. Brown
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 436
Book Description
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 436
Book Description
Studies Toward the Enantioselective Total Synthesis of the Martinella Alkaloids
Author: Vivek Badarinarayana
Publisher:
ISBN: 9780542722608
Category : Chemistry, Organic
Languages : en
Pages :
Book Description
This dissertation consists of two parts. The first part describes the enantioselective total synthesis of martinellic acid. The Martinella alkaloids have attracted considerable attention in the synthetic community over the past few years. This interest is due in large part to their unique structure and useful biological activity (bradykinin receptor antagonist). In model systems we have successfully used the [3+2] azomethine ylide-alkene cycloaddition to construct the heterocyclic core of these alkaloids. The enantioselective approach described herein also involves the azomethine ylide-alkene cycloaddition as a key step in the total synthesis. The pyrrolo[3,2-c]quinoline core of this alkaloid was constructed in an enantioselective fashion by the elaboration of an N-aryl pyrrolidinone, which was obtained via Pd-catalyzed aryl amination reaction using a non-racemic lactam. Pirkle's chiral solvating agent was successfully used to demonstrate the stereochemical integrity of not only the N-aryl lactam (obtained by Pd-catalyzed cross-coupling) but also the cycloaddition precursor and the cycloaddition product (tetracyclic pyrroloquinoline core). The tetracyclic compound obtained via the azomethine ylide-alkene cycloaddition was elaborated to ( - )-martinellic acid in 11 steps and 6% overall yield. The second part of this dissertation describes application of several novel organometallic complexes for carrying out various organic transformations. A fluorinated tris(pyrazolyl)borato silver(I) complex catalyzes the addition of ethyl diazoacetate to benzene rings, providing norcaradienes, which undergo electrocyclization to provide the corresponding cycloheptatriene (the Bu & huml;chner reaction). These reactions are surprisingly selective for addition to the aromatic moiety rather than C-H insertion. A copper complex containing a fluorinated triazapentadienyl ligand has been used to catalyze some carbene and nitrene addition and insertion chemistry. Nitrene addition occurs rapidly and with both aryl and alkyl substituted olefins providing the corresponding aziridine. The carbene transfer reactions that were attempted include C-H insertion, O-H insertion and N-H insertion, of which the latter two were very efficient.
Publisher:
ISBN: 9780542722608
Category : Chemistry, Organic
Languages : en
Pages :
Book Description
This dissertation consists of two parts. The first part describes the enantioselective total synthesis of martinellic acid. The Martinella alkaloids have attracted considerable attention in the synthetic community over the past few years. This interest is due in large part to their unique structure and useful biological activity (bradykinin receptor antagonist). In model systems we have successfully used the [3+2] azomethine ylide-alkene cycloaddition to construct the heterocyclic core of these alkaloids. The enantioselective approach described herein also involves the azomethine ylide-alkene cycloaddition as a key step in the total synthesis. The pyrrolo[3,2-c]quinoline core of this alkaloid was constructed in an enantioselective fashion by the elaboration of an N-aryl pyrrolidinone, which was obtained via Pd-catalyzed aryl amination reaction using a non-racemic lactam. Pirkle's chiral solvating agent was successfully used to demonstrate the stereochemical integrity of not only the N-aryl lactam (obtained by Pd-catalyzed cross-coupling) but also the cycloaddition precursor and the cycloaddition product (tetracyclic pyrroloquinoline core). The tetracyclic compound obtained via the azomethine ylide-alkene cycloaddition was elaborated to ( - )-martinellic acid in 11 steps and 6% overall yield. The second part of this dissertation describes application of several novel organometallic complexes for carrying out various organic transformations. A fluorinated tris(pyrazolyl)borato silver(I) complex catalyzes the addition of ethyl diazoacetate to benzene rings, providing norcaradienes, which undergo electrocyclization to provide the corresponding cycloheptatriene (the Bu & huml;chner reaction). These reactions are surprisingly selective for addition to the aromatic moiety rather than C-H insertion. A copper complex containing a fluorinated triazapentadienyl ligand has been used to catalyze some carbene and nitrene addition and insertion chemistry. Nitrene addition occurs rapidly and with both aryl and alkyl substituted olefins providing the corresponding aziridine. The carbene transfer reactions that were attempted include C-H insertion, O-H insertion and N-H insertion, of which the latter two were very efficient.
Enantioselective Total Synthesis of Shahamin K and Enantioselective Total Synthesis of Quadrigemine C, and Psycholeine
Author: Alec Donald Lebsack
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 622
Book Description
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 622
Book Description