Total Synthesis of Leucascandrolide A (I): A New Application of the Mukaiyama Aldol—Prins Reaction.

ChemInform ◽  
2007 ◽  
Vol 38 (48) ◽  
Author(s):  
Lori J. Van Orden ◽  
Brian D. Patterson ◽  
Scott D. Rychnovsky
Keyword(s):  
Total Synthesis ◽  
Prins Reaction ◽  
Leucascandrolide A ◽  
Mukaiyama Aldol

scholarly journals Total Synthesis of Leucascandrolide A:  A New Application of the Mukaiyama Aldol−Prins Reaction

2007 ◽  
Vol 72 (15) ◽  
pp. 5784-5793 ◽  
Author(s):  
Lori J. Van Orden ◽  
Brian D. Patterson ◽  
Scott D. Rychnovsky
Keyword(s):  
Total Synthesis ◽  
Prins Reaction ◽  
Leucascandrolide A ◽  
Mukaiyama Aldol

Stereoselective synthesis of O-tosyl azabicyclic derivatives via aza Prins reaction of endocyclic N-acyliminium ions: application to the total synthesis of (±)-epi-indolizidine 167B and 209D

2014 ◽  
Vol 12 (36) ◽  
pp. 7026-7035 ◽  
Author(s):  
Anil K. Saikia ◽  
Kiran Indukuri ◽  
Jagadish Das
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Cyclization Reaction ◽  
Diastereoselective Synthesis ◽  
Prins Reaction ◽  
Prins Cyclization ◽  
Acyliminium Ions

A diastereoselective synthesis of 4-O-tosyl piperidine containing azabicyclic derivatives has been established via Prins cyclization reaction. This protocol has been applied for the total synthesis of (±)-epi-indolizidine 167B and 209D.

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.

scholarly journals Total Synthesis of Leucascandrolide A.

ChemInform ◽  
2003 ◽  
Vol 34 (13) ◽  
Author(s):  
Alec Fettes ◽  
Erick M. Carreira
Keyword(s):  
Total Synthesis ◽  
Leucascandrolide A

ChemInform Abstract: Highly Enantioselective Mukaiyama Aldol Reactions Catalyzed by a Chiral Oxazaborolidinium Ion: Total Synthesis of (-)-Inthomycin C.

ChemInform ◽  
2011 ◽  
Vol 42 (10) ◽  
pp. no-no
Author(s):  
Bidyut Kumar Senapati ◽  
Lizhu Gao ◽  
Sung Il Lee ◽  
Geum-Sook Hwang ◽  
Do Hyun Ryu
Keyword(s):  
Total Synthesis ◽  
Aldol Reactions ◽  
Mukaiyama Aldol

An efficient catalyst-free Mukaiyama-aldol reaction of fluorinated enol silyl ethers with tryptanthrin

2015 ◽  
Vol 13 (33) ◽  
pp. 8906-8911 ◽  
Author(s):  
Fu-Min Liao ◽  
Yun-Lin Liu ◽  
Jin-Sheng Yu ◽  
Feng Zhou ◽  
Jian Zhou
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Aldol Reaction ◽  
Efficient Catalyst ◽  
Silyl Ethers ◽  
Mukaiyama Aldol Reaction ◽  
Catalyst Free ◽  
Mukaiyama Aldol ◽  
Enol Silyl Ethers ◽  
Fluoroalkyl Group

We report an efficient Mukaiyama-aldol reaction of tryptanthrin with fluorinated enol silyl ethers, which is carried out in methanol without the use of any catalyst. This represents the first modification of tryptanthrin by a fluoroalkyl group, which is applied to the total synthesis of the difluoro analogues of the natural product Phaitanthrin B.

Sign in / Sign up

Export Citation Format

Share Document