Short Synthesis of Skeleton-Modified Cyclodextrin Derivatives with Unique Inclusion Ability

2005 ◽  
Vol 70 (4) ◽  
pp. 1253-1261 ◽  
Author(s):  
Akira Kikuzawa ◽  
Toshiyuki Kida ◽  
Yohji Nakatsuji ◽  
Mitsuru Akashi
Keyword(s):  
Cyclodextrin Derivatives ◽  
Modified Cyclodextrin ◽  
Short Synthesis ◽  
Inclusion Ability

Sulfobutyl ether-alkyl ether mixed cyclodextrin derivatives with enhanced inclusion ability

2009 ◽  
Vol 98 (12) ◽  
pp. 4769-4780 ◽  
Author(s):  
Serena Tongiani ◽  
Tetsuya Ozeki ◽  
Valentino J. Stella
Keyword(s):  
Alkyl Ether ◽  
Cyclodextrin Derivatives ◽  
Sulfobutyl Ether ◽  
Inclusion Ability

Synthesis of novel cyclodextrin derivatives by aromatic spacer insertion and their inclusion ability

Tetrahedron ◽  
2005 ◽  
Vol 61 (24) ◽  
pp. 5763-5768 ◽  
Author(s):  
Toshiyuki Kida ◽  
Akira Kikuzawa ◽  
Hiroyuki Higashimoto ◽  
Yohji Nakatsuji ◽  
Mitsuru Akashi
Keyword(s):  
Cyclodextrin Derivatives ◽  
Inclusion Ability

A Short Synthesis of (+)-Brefeldin C via Enantioselective Radical Hydroalkynylation

2019 ◽  
Author(s):  
Lars Gnägi ◽  
Severin Vital Martz ◽  
Daniel Meyer ◽  
Robin Marc Schärer ◽  
Philippe Renaud
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Oxidation State ◽  
Single Step ◽  
Radical Process ◽  
Target Molecule ◽  
Short Synthesis ◽  
The One

<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>

A Short Synthesis of the Plant Alkaloid 4-Methyl-2,6-naphthyridine

2019 ◽  
Vol 16 (12) ◽  
pp. 931-934 ◽  
Author(s):  
Alexandra Kamlah ◽  
Franz Bracher
Keyword(s):  
Pyridine Ring ◽  
Cross Coupling ◽  
Antirrhinum Majus ◽  
New Synthesis ◽  
Short Synthesis ◽  
Regioselective Oxidation ◽  
Key Steps

: 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.

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