Asymmetric total synthesis of nodulisporiviridin E

Literature Information

Publication Date 2019-11-18
DOI 10.1039/C9QO01278H
Impact Factor 5.281
Authors

Yang Ji, Zhengyuan Xin, Yingbo Shi, Haibing He


View Original

Abstract

The asymmetric total synthesis of (+)-nodulisporiviridin E, a fungal metabolite from Nodulisporium sp., was achieved in 16 steps. The synthesis features a convergent approach from two conventional fragments. An intramolecular Heck cyclization was applied to construct the C-ring and the all-carbon quaternary center at C-10. The furan E ring was installed by means of an intramolecular oxonium trapping reaction. This approach provides an advanced Michael acceptor, which might facilitate the preparation of various analogues and derivatives for biological studies.

Related Literature

Modeling molecular diffusion in channel networks via displacements between the channel segments

Sergey Vasenkov, Jörg Kärger

2004-04-06 Paper

DOI: 10.1039/B316174A

The nature of the oxidation states of gold on ZnO

N. S. Phala, G. Klatt, E. van Steen, S. A. French, A. A. Sokol

2005-05-16 Paper

DOI: 10.1039/B501266J

Ab initio study of chiral recognition in the propylene imine·hydrogen peroxide complex

Zheng Su, Yunjie Xu

2005-05-26 Paper

DOI: 10.1039/B504191K

Time-resolved in situXAS study of the preparation of supported gold clusters

Eveline Bus, Roel Prins, Jeroen A. van Bokhoven

2007-05-04 Paper

DOI: 10.1039/B702747H

Species with negative electron affinity and standard DFT methods

D. Mariano A. Vera, Adriana B. Pierini

2004-04-29 Communication

DOI: 10.1039/B403898C

Collision-induced non-adiabatic transitions between the ion-pair states of molecular iodine: A challenge for experiment and theory

Timur V. Tscherbul, Alexei A. Buchachenko, Mikhail E. Akopyan, Sergey A. Poretsky, Anatoly M. Pravilov, Thomas A. Stephenson

2004-05-18 Invited Article

DOI: 10.1039/B402655A

You might also like

Compound Q&A

How should waste containing (6-Bromo-2-naphthyl)oxy](dimethyl)(2-methyl-2-propanyl)silane be handled?

Waste containing (6-Bromo-2-naphthyl)oxy](dimethyl)(2-methyl-2-propanyl)silane (...

100751-65-3[(6-Bromo-2-naphthyl...
Compound Q&A

How is 7-Fluoro-4-isoquinolinecarboxylic acid (CAS: 1841081-40-0) typically synthesized?

7-Fluoro-4-isoquinolinecarboxylic acid can be synthesized via a multi-step proce...

1841081-40-07-Fluoro-4-isoquinol...
Compound Q&A

What are the physical and chemical properties of 2,3,5,6-Tetrabromothieno[3,2-b]thiophene (CAS: 124638-53-5)?

2,3,5,6-Tetrabromothieno[3,2-b]thiophene is a crystalline compound with a high m...

124638-53-52,3,5,6-Tetrabromoth...
Compound Q&A

Is 1-[4-(Benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl]-2-methyl-1H-indole-4-carboxamide (CAS: 1542705-92-9) safe?

1-[4-(Benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl]-2-methyl-1H-indol...

1542705-92-91-[4-(Benzylamino)-7...
Compound Q&A

What is the market or research trend for imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid, 3,4-dihydro-3-methyl-4-oxo- (CAS: 113942-30-6)?

The market for imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid, 3,4-dihydro-3...

113942-30-6Imidazo[5,1-d]-1,2,3...
Compound Q&A

What is 3-(Triisopropylsilyl)propiolaldehyde (CAS: 163271-80-5)?

3-(Triisopropylsilyl)propiolaldehyde is a synthetic organic compound with the CA...

163271-80-53-(Triisopropylsilyl...
Compound Q&A

What regulatory guidelines apply to 6-Nitro-2H-1,4-benzoxazin-3(4H)-one (CAS: 81721-87-1)?

6-Nitro-2H-1,4-benzoxazin-3(4H)-one (CAS: 81721-87-1) is subject to various regu...

81721-87-16-Nitro-2H-1,4-benzo...
Compound Q&A

How should waste containing (3-Fluorophenyl)(4-{[(2-methyl-2-propanyl)oxy]carbonyl}-1-piperazinyl)acetic acid (CAS: 885272-91-3) be handled?

Waste containing (3-Fluorophenyl)(4-{[(2-methyl-2-propanyl)oxy]carbonyl}-1-piper...

885272-91-3(3-Fluorophenyl)(4-{...
Compound Q&A

What are the physical and chemical properties of N,N'-4,4'-Biphenyldiyldiisonicotinamide (CAS: 55119-40-9)?

N,N'-4,4'-Biphenyldiyldiisonicotinamide is a white crystalline solid with a mole...

55119-40-9N,N'-4,4'-Biphenyldi...
Compound Q&A

What industries use 6-Bromo-8-fluoro-2-quinazolinol (CAS: 1036756-15-6)?

6-Bromo-8-fluoro-2-quinazolinol is primarily used in the pharmaceutical industry...

1036756-15-66-Bromo-8-fluoro-2-q...

Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
Articles per Year: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.