Total Synthesis of (+)-7,11-Helianane and (+)-5-Chloro-7,11-helianane through Stereoselective Aromatic Claisen Rearrangement

2011 ◽  
Vol 2011 (33) ◽  
pp. 6794-6801 ◽  
Author(s):  
Francesca Quartieri ◽  
Laura Elisabetta Mesiano ◽  
Daniela Borghi ◽  
Viviana Desperati ◽  
Cesare Gennari ◽  
...  
2005 ◽  
Vol 46 (14) ◽  
pp. 2457-2460 ◽  
Author(s):  
James R. Vyvyan ◽  
Jennifer M. Oaksmith ◽  
Bevin W. Parks ◽  
Elaine M. Peterson

2011 ◽  
Vol 2011 (33) ◽  
pp. 6802-6802
Author(s):  
Francesca Quartieri ◽  
Laura Elisabetta Mesiano ◽  
Daniela Borghi ◽  
Viviana Desperati ◽  
Cesare Gennari ◽  
...  

ChemInform ◽  
2005 ◽  
Vol 36 (32) ◽  
Author(s):  
James R. Vyvyan ◽  
Jennifer M. Oaksmith ◽  
Bevin W. Parks ◽  
Elaine M. Peterson

2014 ◽  
Vol 11 (9) ◽  
pp. 677-681 ◽  
Author(s):  
Van-Son Nguyen ◽  
Ling Shi ◽  
Yue Li ◽  
Qiu-An Wang

2021 ◽  
Vol 19 ◽  
Author(s):  
Nosheen Iqbal ◽  
Ameer Fawad Zahoor ◽  
Nasir Rasool ◽  
Samreen Gul Khan ◽  
Rabia Akhtar ◽  
...  

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.


Synlett ◽  
2018 ◽  
Vol 29 (09) ◽  
pp. 1203-1206 ◽  
Author(s):  
Hyoungsu Kim ◽  
Hosam Choi ◽  
Kiyoun Lee

A concise total synthesis of (±)-mesembrine has been successfully accomplished in seven steps and 24% overall yield from commercially available 3-ethoxy-2-cyclohexen-1-one. Central to the assembly of the skeleton of mesembrine are a Johnson–Claisen rearrangement for the formation of the benzylic quaternary stereocenter and direct allylic oxidation to generate the substrate for the amidation/transannular aza-conjugate addition reaction.


ChemInform ◽  
2009 ◽  
Vol 40 (41) ◽  
Author(s):  
Tomohiro Hirano ◽  
Kanako Iwakiri ◽  
Hiroshi Miyamoto ◽  
Atsuo Nakazaki ◽  
Susumu Kobayashi

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