Synthesis applications of cationic aza-Cope rearrangements. Part 25. Total synthesis of Amaryllidaceae alkaloids of the 5,11-methanomorphanthridine type. Efficient total syntheses of (-)-pancracine and (.+-.)-pancracine

1993 ◽  
Vol 58 (17) ◽  
pp. 4662-4672 ◽  
Author(s):  
Larry E. Overman ◽  
Jaechul Shim
Keyword(s):  
Total Synthesis ◽  
Total Syntheses ◽  
Amaryllidaceae Alkaloids ◽  
Cope Rearrangements

scholarly journals Concise total syntheses of (±)-mesembrane and (±)-crinane

2015 ◽  
Vol 13 (12) ◽  
pp. 3585-3588 ◽  
Author(s):  
Mrinal Kanti Das ◽  
Subhadip De ◽  
Shubhashish Shubhashish ◽  
Alakesh Bisai
Keyword(s):  
Total Synthesis ◽  
Claisen Rearrangement ◽  
Unified Approach ◽  
Total Syntheses ◽  
Amaryllidaceae Alkaloids ◽  
Quaternary Stereocenters

A unified approach to the Amaryllidaceae alkaloids having a cis-3a-aryloctahydroindole scaffold is developed via a key Eschenmoser–Claisen rearrangement of all-carbon quaternary stereocenters present in these alkaloids. Utilizing this strategy, a concise total synthesis of (±)-mesembrane and (±)-crinane is achieved.

scholarly journals Xylochemical Synthesis and Biological Evaluation of Shancigusin C and Bletistrin G

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3224
Author(s):  
Leander Geske ◽  
Ulrich Kauhl ◽  
Mohamed E. M. Saeed ◽  
Anja Schüffler ◽  
Eckhard Thines ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Biological Activities ◽  
Biological Evaluation ◽  
Aromatic Substitution ◽  
Substitution Reactions ◽  
Total Syntheses ◽  
Wittig Olefination ◽  
Starting Point ◽  
Perkin Reaction ◽  
Synthesis And Biological Evaluation

The biological activities of shancigusin C (1) and bletistrin G (2), natural products isolated from orchids, are reported along with their first total syntheses. The total synthesis of shancigusin C (1) was conducted by employing the Perkin reaction to forge the central stilbene core, whereas the synthesis of bletistrin G (2) was achieved by the Wittig olefination followed by several regioselective aromatic substitution reactions. Both syntheses were completed by applying only renewable starting materials according to the principles of xylochemistry. The cytotoxic properties of shancigusin C (1) and bletistrin G (2) against tumor cells suggest suitability as a starting point for further structural variation.

Total syntheses and antiproliferative activities of prenostodione and its analogues

2021 ◽  
Author(s):  
Aldahir Ramos Orea ◽  
María Teresa Ramírez-Apan ◽  
Rosa M. Chávez-Santos ◽  
Rodrigo Aguayo-Ortiz ◽  
Clara I Espitia ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Total Synthesis ◽  
Indole Alkaloid ◽  
Total Syntheses ◽  
Antiproliferative Activities

A high-yielding total synthesis of the indole alkaloid prenostodione was completed in 4 steps and 44% overall yield from 1H-indole-3-carboxylic acid. The expedient syntheses of prenostodiones containing distinct substituents at...

An Expedient Route to Montanine-Type Amaryllidaceae Alkaloids: Total Syntheses of (−)-Brunsvigine and (−)-Manthine

2008 ◽  
Vol 73 (19) ◽  
pp. 7580-7585 ◽  
Author(s):  
An-Wei Hong ◽  
Tsung-Hui Cheng ◽  
Vellingiri Raghukumar ◽  
Chin-Kang Sha
Keyword(s):  
Total Syntheses ◽  
Amaryllidaceae Alkaloids
Sign in / Sign up

Export Citation Format

Share Document