Short Synthesis of (±)-Tacamonine by the Intramolecular Double Michael Reaction

Heterocycles ◽  
2000 ◽  
Vol 52 (3) ◽  
pp. 1083 ◽  
Author(s):  
Masataka Ihara ◽  
Makoto Suzuki
ChemInform ◽  
2010 ◽  
Vol 29 (18) ◽  
pp. no-no
Author(s):  
K. TAKEDA ◽  
N. OHKAWA ◽  
K. HORI ◽  
T. KOIZUMI ◽  
E. YOSHII

Heterocycles ◽  
1998 ◽  
Vol 47 (1) ◽  
pp. 277 ◽  
Author(s):  
Kei Takeda ◽  
Naoki Ohkawa ◽  
Kozo Hori ◽  
Toru Koizumi ◽  
Eiichi Yoshii

2006 ◽  
Vol 118 (28) ◽  
pp. 4751-4753 ◽  
Author(s):  
Tomoyuki Shibuguchi ◽  
Hisashi Mihara ◽  
Akiyoshi Kuramochi ◽  
Shun Sakuraba ◽  
Takashi Ohshima ◽  
...  

2006 ◽  
Vol 45 (28) ◽  
pp. 4635-4637 ◽  
Author(s):  
Tomoyuki Shibuguchi ◽  
Hisashi Mihara ◽  
Akiyoshi Kuramochi ◽  
Shun Sakuraba ◽  
Takashi Ohshima ◽  
...  

ChemInform ◽  
2006 ◽  
Vol 37 (45) ◽  
Author(s):  
Tomoyuki Shibuguchi ◽  
Hisashi Mihara ◽  
Akiyoshi Kuramochi ◽  
Shun Sakuraba ◽  
Takashi Ohshima ◽  
...  

2019 ◽  
Author(s):  
Lars Gnägi ◽  
Severin Vital Martz ◽  
Daniel Meyer ◽  
Robin Marc Schärer ◽  
Philippe Renaud

<div><div><div><div><p>A very concise total synthesis of (+)-brefeldin C starting from 2-furanylcyclopentene is described. This approach is based on an unprecedented enantioselective radical hydroalkynylation process to introduce the two cyclopentane stereocenters in a single step. The use of a furan substituent allows to achieve a high trans diastereoselectivity during the radical process and it contains the four carbon atoms C1–C4 of the natural product in an oxidation state closely related to the one of the target molecule. The eight-step synthesis require six product purifications and it provides (+)-brefeldin C in 18% overall yield.</p></div></div></div></div>


2019 ◽  
Vol 16 (12) ◽  
pp. 931-934 ◽  
Author(s):  
Alexandra Kamlah ◽  
Franz Bracher

: A new synthesis of the 2,6-naphthyridine alkaloid 4-methyl-2,6-naphthyridine from Antirrhinum majus has been developed. Key steps are a regioselective oxidation of 3-bromo-4,5- dimethylpyridine to the corresponding 4-formyl derivative, and the annulation of the second pyridine ring by Suzuki-Miyaura cross-coupling using (E)-2-ethoxyvinylboronic acid pinacol ester as a masked acetaldehyde equivalent. This protocol gives the alkaloid in four steps starting from commercially available 3,4-dimethylpyridine in 15% overall yield. This annulation protocol should be useful for the synthesis of other condensed pyridines as well.


2007 ◽  
Vol 3 (3) ◽  
pp. 261-268 ◽  
Author(s):  
A. Dinkova-Kostova ◽  
J. Cheah ◽  
A. Samouilov ◽  
J. Zweier ◽  
R. Bozak ◽  
...  

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