Indole diterpene synthetic studies. 5. Development of a unified synthetic strategy; a stereocontrolled, second-generation synthesis of (-)-paspaline

1989 ◽  
Vol 111 (15) ◽  
pp. 5761-5768 ◽  
Author(s):  
Amos B. Smith ◽  
Tamara L. Leenay
Keyword(s):  
Second Generation ◽  
Synthetic Strategy ◽  
Synthetic Studies

scholarly journals Indole Diterpene Synthetic Studies: Development of a Second-Generation Synthetic Strategy for (+)-Nodulisporic Acids A and B.

ChemInform ◽  
2007 ◽  
Vol 38 (43) ◽  
Author(s):  
Amos B. III Smith ◽  
Laszlo Kuerti ◽  
Akin H. Davulcu ◽  
Young Shin Cho ◽  
Kazuyuki Ohmoto
Keyword(s):  
Second Generation ◽  
Synthetic Strategy ◽  
Synthetic Studies ◽  
Nodulisporic Acids

Indole Diterpene Synthetic Studies:  Development of a Second-Generation Synthetic Strategy for (+)-Nodulisporic Acids A and B

2007 ◽  
Vol 72 (13) ◽  
pp. 4611-4620 ◽  
Author(s):  
Amos B. Smith ◽  
László Kürti ◽  
Akin H. Davulcu ◽  
Young Shin Cho ◽  
Kazuyuki Ohmoto
Keyword(s):  
Second Generation ◽  
Synthetic Strategy ◽  
Synthetic Studies ◽  
Nodulisporic Acids

Synthetic studies toward shellfish toxins containing spiroacetal units

2007 ◽  
Vol 79 (2) ◽  
pp. 153-162 ◽  
Author(s):  
Margaret A. Brimble ◽  
Rosliana Halim
Keyword(s):  
Oxidative Cyclization ◽  
Shellfish Toxins ◽  
Synthetic Strategy ◽  
Marine Biotoxins ◽  
Synthetic Studies

The synthesis of the ABC spiroacetal-containing fragment of the marine biotoxins, the pectenotoxins (PTXs), is described. The synthetic strategy involves appendage of the highly substituted tetrahydofuran C ring to the AB spiroacetal unit via stereocontrolled cyclization of a γ-hydroxyepoxide. The bis-spiroacetal moiety of the spirolide family of shellfish toxins is also described, making use of an iterative radical oxidative cyclization strategy.

scholarly journals Development of a Divergent Route to Erythrina Alkaloids

Synlett ◽  
2020 ◽  
Vol 31 (04) ◽  
pp. 327-333 ◽  
Author(s):  
Jesper L. Kristensen ◽  
Sebastian Clementson ◽  
Mikkel Jessing ◽  
Paulo J. Vital
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
19Th Century ◽  
First Generation ◽  
Second Generation ◽  
Enantioselective Synthesis ◽  
Third Generation ◽  
Synthetic Strategy ◽  
Erythrina Alkaloids ◽  
The 19Th Century

Erythrina alkaloids were identified at the end of the 19th century and today, more than 100 members of the erythrinane family have been isolated. They are characterized by a unique tetracyclic, α-tertiary spiroamine scaffold. Herein we detail our efforts towards the development of a divergent enantioselective synthesis of (+)-dihydro-β-erythroidine (DHβE) – one of the most prominent members of this intriguing family of natural products.1 Introduction2 Synthetic Strategy2.1 First Generation2.2 Second Generation2.3 Third Generation2.3.1 Radical Endgame2.3.2 Completion of the Total Synthesis3 Conclusion

scholarly journals (+)-Phorboxazole A Synthetic Studies. A Highly Convergent, Second Generation Total Synthesis of (+)-Phorboxazole A.

ChemInform ◽  
2006 ◽  
Vol 37 (6) ◽  
Author(s):  
Amos B. III Smith ◽  
Thomas M. Razler ◽  
Jeffrey P. Ciavarri ◽  
Tomoyasu Hirose ◽  
Tomoyasu Ishikawa
Keyword(s):  
Total Synthesis ◽  
Second Generation ◽  
Phorboxazole A ◽  
Synthetic Studies

Spongistatin Synthetic Studies. An Efficient, Second-Generation Construction of an Advanced ABCD Intermediate

2002 ◽  
Vol 4 (5) ◽  
pp. 783-786 ◽  
Author(s):  
Amos B. Smith ◽  
Victoria A. Doughty ◽  
Chris Sfouggatakis ◽  
Clay S. Bennett ◽  
Jyunichi Koyanagi ◽  
...  
Keyword(s):  
Second Generation ◽  
Synthetic Studies

(+)-Phorboxazole A Synthetic Studies. A Highly Convergent, Second Generation Total Synthesis of (+)-Phorboxazole A

2005 ◽  
Vol 7 (20) ◽  
pp. 4399-4402 ◽  
Author(s):  
Amos B. Smith ◽  
Thomas M. Razler ◽  
Jeffrey P. Ciavarri ◽  
Tomoyasu Hirose ◽  
Tomoyasu Ishikawa
Keyword(s):  
Total Synthesis ◽  
Second Generation ◽  
Phorboxazole A ◽  
Synthetic Studies

scholarly journals Unified Total Synthesis of the Brevianamide Alkaloids Enabled by Chemical Investigations into their Biosynthesis.

2021 ◽  
Author(s):  
Robert C. Godfrey ◽  
Helen E. Jones ◽  
Nicholas J. Green ◽  
Andrew L. Lawrence
Keyword(s):  
Natural Products ◽  
Chemical Synthesis ◽  
Total Synthesis ◽  
Scientific Community ◽  
Biological Activities ◽  
Focus Of Attention ◽  
Complex Structures ◽  
Biosynthetic Pathways ◽  
Synthetic Strategy ◽  
Synthetic Studies

The bicyclo[2.2.2]diazaoctane alkaloids are a vast group of natural products which have been the focus of attention from the scientific community for several decades. This interest stems from their broad range of biological activities, their diverse biosynthetic origins, and their topologically complex structures, which combined make them enticing targets for chemical synthesis. In this article, full details of our synthetic studies into the chemical feasibility of a proposed network of biosynthetic pathways towards the brevianamide family of bicyclo[2.2.2]diazaoctane alkaloids are disclosed. Insights into issues of reactivity and selectivity in the biosynthesis of these structures have aided the development of a unified biomimetic synthetic strategy, which has resulted in the total synthesis of all known bicyclo[2.2.2]diazaoctane brevianamides and the anticipation of an as-yet-undiscovered congener.

Sign in / Sign up

Export Citation Format

Share Document