Asymmetric total synthesis of montanine-type amaryllidaceae alkaloids

Literature Information

Publication Date 2023-12-03
DOI 10.1039/D3QO01835K
Impact Factor 5.281
Authors

Fang Wang, Xiaohan Xu, Yangtian Yan, Jiayang Zhang, Yang Yang


View Original

Abstract

The first asymmetric total syntheses of (+)-pancratinines B and C and the asymmetric total syntheses of (−)-montanine, (−)-pancracine and (−)-brunsvigine were realized in a divergent fashion. Our synthetic strategy features a copper-catalyzed [3 + 2] annulation reaction, Pictet–Spengler cyclization and an epoxide opening and hydroxyl elimination to form the challenging C1C11a bond.

Related Literature

Nonequilibrium transport in quantum impurity models: exact path integral simulations

Dvira Segal, Andrew J. Millis, David R. Reichman

2011-06-15 Paper

DOI: 10.1039/C1CP20702D

Spin seebeck coefficient of a molecular spin pump

Jonas Fransson, Michael Galperin

2011-06-07 Paper

DOI: 10.1039/C1CP20720B

Sensitive triplet exciton detection in polyfluorene using Pd-coordinated porphyrin

Maria Antonietta Loi

2011-07-06 Communication

DOI: 10.1039/C1CP21146C

Back cover

Front/Back Matter

DOI: 10.1039/C1CP90134F

A theoretical study on structural, spectroscopic and energetic properties of acetamide clusters [CH3CONH2] (n = 1–15)

A. Subha Mahadevi, Y. Indra Neela, G. Narahari Sastry

2011-07-14 Paper

DOI: 10.1039/C1CP21346F

Defect processes in orthorhombic LnBaCo2O5.5 double perovskites

I. D. Seymour, A. Chroneos, J. A. Kilner, R. W. Grimes

2011-07-18 Paper

DOI: 10.1039/C1CP21471C

Structural, morphological, and kinetic studies of β-amyloid peptide aggregation on self-assembled monolayers

Qiuming Wang, Nilam Shah, Jun Zhao, Chengshan Wang, Chao Zhao, Lingyun Liu, Lingyan Li, Feimeng Zhou, Jie Zheng

2011-07-19 Paper

DOI: 10.1039/C1CP21156K

Polarization induced water molecule dissociation below the first-order electronic-phase transition temperature

Andrew Das Arulsamy, Zlatko Kregar, Kristina Eleršič, Martina Modic, Uma Shankar Subramani

2011-07-21 Paper

DOI: 10.1039/C1CP20138G

Extraction of the surface trap level from photoluminescence: a case study of ZnO nanostructures

Haiping He, Yanjie Wang, Jingrui Wang, Zhizhen Ye

2011-07-11 Communication

DOI: 10.1039/C1CP21527B

You might also like

Compound Q&A

How should 2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) be stored?

2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) should be stored in ...

615-45-22-Methylbenzene-1,4-...
Compound Q&A

Is (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide (CAS: 132747-20-7) safe?

(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide is generally considered sa...

132747-20-7(1S,4S)-2,5-Diazabic...
Compound Q&A

What industries use (6-Chloropyridazin-3-YL)methanamine (CAS: 871826-15-2)?

(6-Chloropyridazin-3-YL)methanamine finds applications in the pharmaceutical ind...

871826-15-2(6-Chloropyridazin-3...
Compound Q&A

What are the main uses of 2-Fluoro-3-methylphenol (CAS: 77772-72-6)?

2-Fluoro-3-methylphenol is primarily used in the synthesis of pharmaceuticals, p...

77772-72-62-Fluoro-3-methylphe...
Compound Q&A

What precautions should be taken when handling 3-Methoxy-4-nitrobenzonitrile (CAS: 177476-75-4)?

When handling 3-Methoxy-4-nitrobenzonitrile, it is important to wear appropriate...

177476-75-43-Methoxy-4-nitroben...
Compound Q&A

What precautions should be taken when handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4)?

When handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4), it is ...

211949-57-4[1,3]Oxazolo[4,5-b]p...
Compound Q&A

What regulatory guidelines apply to 4-Ethynylbenzamide (CAS: 90347-86-7)?

4-Ethynylbenzamide (CAS: 90347-86-7) falls under various regulatory guidelines i...

90347-86-74-Ethynylbenzamide
Compound Q&A

What are the main uses of 3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone (CAS: 186822-57-1)?

3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone is primarily used as an intermediat...

186822-57-13-(2-Ethylphenyl)-2-...
Compound Q&A

What is (2-Fluoro-6-methoxyphenyl)acetic acid (CAS: 500912-19-6)?

(2-Fluoro-6-methoxyphenyl)acetic acid, also known as 4-fluoro-3-methoxybenzoic a...

500912-19-6(2-Fluoro-6-methoxyp...
Compound Q&A

What is the market or research trend for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9)?

Market trends for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9) indicat...

102196-18-92-[4-(Hydroxymethyl)...

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.