Claisen rearrangement in indole alkaloid synthesis. Total synthesis of (+-)-tabersonine

1973 ◽  
Vol 95 (22) ◽  
pp. 7458-7464 ◽  
Author(s):  
Frederick E. Ziegler ◽  
Gregory B. Bennett
Keyword(s):  
Total Synthesis ◽  
Claisen Rearrangement ◽  
Indole Alkaloid ◽  
Alkaloid Synthesis

Indole alkaloid synthesis via Claisen rearrangement. Total synthesis of secodine

1981 ◽  
Vol 103 (9) ◽  
pp. 2419-2421 ◽  
Author(s):  
Stanley Raucher ◽  
James E. Macdonald ◽  
Ross F. Lawrence
Keyword(s):  
Total Synthesis ◽  
Claisen Rearrangement ◽  
Indole Alkaloid ◽  
Alkaloid Synthesis

Total Synthesis of Icaritin via Microwave-assistance Claisen Rearrangement

2014 ◽  
Vol 11 (9) ◽  
pp. 677-681 ◽  
Author(s):  
Van-Son Nguyen ◽  
Ling Shi ◽  
Yue Li ◽  
Qiu-An Wang
Keyword(s):  
Total Synthesis ◽  
Claisen Rearrangement ◽  
Microwave Assistance

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...

ChemInform Abstract: The First Total Synthesis of (-)-Mitragynine, an Analgesic Indole Alkaloid in Mitragyna speciosa.

ChemInform ◽  
2010 ◽  
Vol 27 (15) ◽  
pp. no-no
Author(s):  
H. TAKAYAMA ◽  
M. MAEDA ◽  
S. OHBAYASHI ◽  
M. KITAJIMA ◽  
S. SAKAI ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Indole Alkaloid ◽  
Mitragyna Speciosa

Synthetic Approaches Towards the Total synthesis of tubulysin and its fragments: A review

2021 ◽  
Vol 19 ◽  
Author(s):  
Nosheen Iqbal ◽  
Ameer Fawad Zahoor ◽  
Nasir Rasool ◽  
Samreen Gul Khan ◽  
Rabia Akhtar ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Claisen Rearrangement ◽  
Antitumor Agents ◽  
Aldol Reaction ◽  
Multidrug Resistant ◽  
Novel Drugs ◽  
Mukaiyama Aldol ◽  
Ic50 Values ◽  
Barbier Reaction ◽  
Synthetic Approaches

Background: Tubulysins, linear tetrapeptides show extraordinary cytotoxicity against various cancer cells, with IC50 values in nano or picomolar range. Due to their extremely vigorous anti-proliferative and antiangiogenic characteristics, tubulysins exhibit captivating prospects in the development of anticancer drugs. This review focuses on diverse routes for the total synthesis of natural and synthetic tubulysins as well as their fragments. Objective: The purpose of this review is to present the synthetic strategies for the development of antitumor agents, tubulysins. Conclusion: A range of synthetic pathways adopted for the total synthesis of tubulysins and their fragments have been described in this review. Synthesis of fragments, Tuv, Tup, and Tut can be accomplished by adopting appropriate strategies such as Manganese-mediated synthesis, Ireland-Claisen rearrangement, Mukaiyama aldol reaction, and Mannich process etc. Tubulysin B, D, U, V, and N14-desacetoxytubulysin H have been prepared through Mitsunobu reaction, tert-butanesulfinamide method, Tandem reaction, aza-Barbier reaction, Evans aldol reaction, and C-H activation strategies etc. The remarkable anticancer potential of tubulysins toward a substantiate target make them prominent leads for developing novel drugs against multidrug-resistant cancers.

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