Author: William E. Brenzovich (Jr.)
Publisher:
ISBN:
Category : Antineoplastic agents
Languages : en
Pages : 916
Book Description
Progress Towards the Total Synthesis and Structural Assignment of Amphidinolide N and Caribenolide I
Author: William E. Brenzovich (Jr.)
Publisher:
ISBN:
Category : Antineoplastic agents
Languages : en
Pages : 916
Book Description
Publisher:
ISBN:
Category : Antineoplastic agents
Languages : en
Pages : 916
Book Description
Progress Towards the Total Synthesis of Amphidinolide E
Author: Andrew Frederick Nolting
Publisher:
ISBN:
Category :
Languages : en
Pages : 194
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 194
Book Description
The Total Synthesis of the Assigned Structure of Amphidinolide A
Author: Lamont R. Terrell
Publisher:
ISBN:
Category :
Languages : en
Pages : 530
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 530
Book Description
Progress Towards the Total Synthesis of Amphidinolide C
Author: Nicholas A. Morra
Publisher:
ISBN:
Category :
Languages : en
Pages :
Book Description
A second generation catalyst for the Mukaiyama oxidative cyclization for the formation of trans-THF rings is described. Co(nmp)2, displays increased stability to the reaction conditions, resulting in lower catalyst loadings, lower reaction temperatures, and significantly higher purity and yields of the products. Three procedures have been developed with this new water-soluble catalyst that greatly simplifies the post-reaction purification, making this procedure the premier method of forming trans-THF rings. This new catalyst has been applied towards the total synthesis of the potently bioactive macrocycle, Amphidinolide C. Herein we report the successful synthesis of several fragments of the natural product, and our attempts at coupling them to complete the synthesis. The C(1)-C(9) was achieved via two routes, both utilizing the highly effective oxidation catalyst Co(nmp)2 to form the methyl substituted trans-THF ring. Synthetic highlights include a regioselective Shi epoxidation, and the design and introduction of a novel Lewis acid (BF2OBn×OEt2) to facilitate a stereoselective reductive epoxide opening. The C(18)-C(34) fragment was also achieved via two routes, culminating in both the shortest (11 steps) and highest yielding (26% overall yield) approaches to this segment. Synthetic highlights of this fragment include a selective methylation of a diyne, and a highly selective alkynylation of a THF aldehyde, achieving excellent dr (>20:1) without the addition of an external chiral compound. Advanced intermediates comprising the entirety of the carbon backbone of the molecule have been synthesized, which in theory could complete the total synthesis in as few as two bond forming steps.
Publisher:
ISBN:
Category :
Languages : en
Pages :
Book Description
A second generation catalyst for the Mukaiyama oxidative cyclization for the formation of trans-THF rings is described. Co(nmp)2, displays increased stability to the reaction conditions, resulting in lower catalyst loadings, lower reaction temperatures, and significantly higher purity and yields of the products. Three procedures have been developed with this new water-soluble catalyst that greatly simplifies the post-reaction purification, making this procedure the premier method of forming trans-THF rings. This new catalyst has been applied towards the total synthesis of the potently bioactive macrocycle, Amphidinolide C. Herein we report the successful synthesis of several fragments of the natural product, and our attempts at coupling them to complete the synthesis. The C(1)-C(9) was achieved via two routes, both utilizing the highly effective oxidation catalyst Co(nmp)2 to form the methyl substituted trans-THF ring. Synthetic highlights include a regioselective Shi epoxidation, and the design and introduction of a novel Lewis acid (BF2OBn×OEt2) to facilitate a stereoselective reductive epoxide opening. The C(18)-C(34) fragment was also achieved via two routes, culminating in both the shortest (11 steps) and highest yielding (26% overall yield) approaches to this segment. Synthetic highlights of this fragment include a selective methylation of a diyne, and a highly selective alkynylation of a THF aldehyde, achieving excellent dr (>20:1) without the addition of an external chiral compound. Advanced intermediates comprising the entirety of the carbon backbone of the molecule have been synthesized, which in theory could complete the total synthesis in as few as two bond forming steps.
Progress Towards the Total Synthesis of the Potent Antitumor Antibiotic Amphidinolide C
Author: Jesse D. Carrick
Publisher:
ISBN:
Category :
Languages : en
Pages : 170
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 170
Book Description
The Total Synthesis of the Proposed Structure of Amphidinolide A
Author: Joseph Samuel Ward
Publisher:
ISBN:
Category : Amphidinolida A
Languages : en
Pages : 396
Book Description
Publisher:
ISBN:
Category : Amphidinolida A
Languages : en
Pages : 396
Book Description
Progress Towards an Alternative Total Synthesis of the Marine Macrolide Amphidinolide J
Author: Christopher Michael Verdon
Publisher:
ISBN:
Category : Drugs
Languages : en
Pages : 374
Book Description
Publisher:
ISBN:
Category : Drugs
Languages : en
Pages : 374
Book Description
Progress Towards the Total Synthesis of Chlorothricolide
Author: Steven Edward Hall
Publisher:
ISBN:
Category : Diels-Alder reaction
Languages : en
Pages : 344
Book Description
Publisher:
ISBN:
Category : Diels-Alder reaction
Languages : en
Pages : 344
Book Description
Total Synthesis of the Proposed Structure of Amphidinolide A.
Author: Hon Wai Lam
Publisher:
ISBN:
Category :
Languages : en
Pages :
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages :
Book Description
Towards the Total Synthesis of Amphidinolide F.
Author: Daniel A. Mills
Publisher:
ISBN:
Category :
Languages : en
Pages :
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages :
Book Description