Total Synthesis of (+)-Minfiensine: Construction of the Tetracyclic Core Structure by an Asymmetric Cascade Cyclization

2016 ◽  
Vol 55 (28) ◽  
pp. 8090-8094 ◽  
Author(s):  
Ze-Xin Zhang ◽  
Si-Cong Chen ◽  
Lei Jiao
Keyword(s):  
Total Synthesis ◽  
Core Structure ◽  
Cascade Cyclization ◽  
Tetracyclic Core

A New Strategy toward the Total Synthesis of Stachyflin, A Potent Anti-Influenza A Virus Agent:  Concise Route to the Tetracyclic Core Structure

2002 ◽  
Vol 4 (25) ◽  
pp. 4483-4486 ◽  
Author(s):  
Mari Nakatani ◽  
Masahiko Nakamura ◽  
Akiyuki Suzuki ◽  
Munenori Inoue ◽  
Tadashi Katoh
Keyword(s):  
Total Synthesis ◽  
Influenza A Virus ◽  
Influenza A ◽  
Core Structure ◽  
New Strategy ◽  
Tetracyclic Core

A New Strategy Toward the Total Synthesis of Stachyflin (I), a Potent Antiinfluenza A Virus Agent: Concise Route to the Tetracyclic Core Structure (II).

ChemInform ◽  
2003 ◽  
Vol 34 (17) ◽  
Author(s):  
Mari Nakatani ◽  
Masahiko Nakamura ◽  
Akiyuki Suzuki ◽  
Munenori Inoue ◽  
Tadashi Katoh
Keyword(s):  
Total Synthesis ◽  
Core Structure ◽  
New Strategy ◽  
Tetracyclic Core

Asymmetric Total Synthesis of (+)-Minfiensine by an Asymmetric Cascade Cyclization Strategy

Synlett ◽  
2017 ◽  
Vol 28 (17) ◽  
pp. 2199-2204 ◽  
Author(s):  
Lei Jiao ◽  
Ze-Xin Zhang ◽  
Si-Cong Chen
Keyword(s):  
Total Synthesis ◽  
Common Core ◽  
Core Structure ◽  
Asymmetric Total Synthesis ◽  
Cascade Cyclization ◽  
New Strategy ◽  
Efficient Construction ◽  
Synthesis Routes

The Strychnos alkaloid minfiensine and a series of akuammiline alkaloids, such as vincorine, aspidophylline A, and picrinine, possess a common core skeleton, a 4a,9a-heterocycle-fused tetrahydrocarbazole. Efficient construction of this core structure in a highly enantioselective manner would facilitate the total synthesis of these alkaloids. In this article, we briefly summarize the established strategies for obtaining this core structure, together with the corresponding total-synthesis routes, and we describe our own effort on the development of a new strategy, the asymmetric cascade dearomative cyclization, for the efficient total synthesis of (+)-minfiensine.

Asymmetric Total Synthesis of (+)-Coprophilin

Synthesis ◽  
2017 ◽  
Vol 50 (06) ◽  
pp. 1301-1306 ◽  
Author(s):  
Isamu Shiina ◽  
Yuma Umezaki ◽  
Takatsugu Murata ◽  
Kyohei Suzuki ◽  
Takayuki Tonoi
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Core Structure ◽  
Asymmetric Total Synthesis ◽  
Diels Alder Reaction ◽  
Anticoccidial Agent

In this paper, we report the first total synthesis of (+)-coprophilin, an anticoccidial agent, by constructing the chiral linear precursor via a Mukaiyama–Evans aldol reaction and a stereoselective intramolecular Diels–Alder reaction. The proposed method can be used to provide large amounts of (+)-coprophilin, which exhibits a 3,4,5,6,7-pentasubstituted Δ1,2-octalin core structure.

Stereoselective Access to the Core Structure of Macroline-Type Indole Alkaloids: Total Synthesis of Macroline and Alstomicine

2018 ◽  
Vol 20 (16) ◽  
pp. 4782-4786 ◽  
Author(s):  
Vilas D. Kadam ◽  
Sridhara Shanmukha Rao B. ◽  
S. K. Mahesh ◽  
Mithun Chakraborty ◽  
S. Phani Babu Vemulapalli ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Indole Alkaloids ◽  
Core Structure ◽  
The Core

Concise asymmetric total synthesis of lycopodine and flabelliformine via cascade cyclization reaction

2019 ◽  
Vol 60 (2) ◽  
pp. 187-190 ◽  
Author(s):  
Kentaro Wada ◽  
Noriyuki Kogure ◽  
Mariko Kitajima ◽  
Hiromitsu Takayama
Keyword(s):  
Total Synthesis ◽  
Cyclization Reaction ◽  
Asymmetric Total Synthesis ◽  
Cascade Cyclization
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