Terminal Alkyne−Ethylene Cross-Metathesis:  Reaction of 1-Substituted Propargyl Esters at Elevated Ethylene Pressure

2000 ◽  
Vol 65 (6) ◽  
pp. 1788-1792 ◽  
Author(s):  
Jason A. Smulik ◽  
Steven T. Diver
Keyword(s):  
Terminal Alkyne ◽  
Metathesis Reaction ◽  
Ethylene Pressure ◽  
Cross Metathesis

Complete Stereocontrol in the Synthesis of Harmonine and Novel Analogues Facilitated by a Grubbs Z-Selective Cross-Metathesis Catalyst

2015 ◽  
Vol 68 (12) ◽  
pp. 1815 ◽  
Author(s):  
Steven-Alan G. Abel ◽  
Wesley J. Olivier ◽  
Richard L. Pederson ◽  
Alex C. Bissember ◽  
Jason A. Smith
Keyword(s):  
The Self ◽  
Metathesis Reaction ◽  
Cross Metathesis ◽  
Metathesis Catalyst ◽  
The Cross

(R)-Harmonine was synthesised in 15 % overall yield via a six-step sequence exploiting a Z-selective cross-metathesis reaction as its centrepiece. By this strategy, the cis-olefin present in the target could be installed exclusively. The use of an alcohol and an ester as the amine precursors was crucial for isolating the cross-metathesis product from the self-metathesis products. This method was also used to prepare two novel analogues of harmonine.

scholarly journals Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides

2017 ◽  
Vol 13 ◽  
pp. 2153-2156 ◽  
Author(s):  
Shital Kumar Chattopadhyay ◽  
Suman Sil ◽  
Jyoti Prasad Mukherjee
Keyword(s):  
Amino Acid ◽  
Histone Deacetylase ◽  
Building Block ◽  
Suberic Acid ◽  
Metathesis Reaction ◽  
Cross Metathesis ◽  
Important Amino Acid ◽  
New Synthesis ◽  
Cyclic Tetrapeptides ◽  
Derivatives Of

A new synthesis of the important amino acid 2-aminosuberic acid from aspartic acid is reported. The methodology involves the alternate preparation of (S)-2-aminohept-6-enoate ester as a building block and its diversification through a cross-metathesis reaction to prepare the title compounds. The utility of the protocol is demonstrated through the preparation of three suberic acid derivatives of relevance to the design and the synthesis of peptides of biological relevance.

scholarly journals α,ß-Didehydrosuberoylanilide hydroxamic acid (DDSAHA) as precursor and possible analogue of the anticancer drug SAHA

2019 ◽  
Vol 15 ◽  
pp. 2524-2533 ◽  
Author(s):  
Shital K Chattopadhyay ◽  
Subhankar Ghosh ◽  
Sarita Sarkar ◽  
Kakali Bhadra
Keyword(s):  
Anticancer Drug ◽  
Hela Cells ◽  
Hydroxamic Acid ◽  
Suberoylanilide Hydroxamic Acid ◽  
Oxygen Species ◽  
Synthetic Route ◽  
Metathesis Reaction ◽  
Cross Metathesis ◽  
Terminal Alkene ◽  
Derivatives Of

An alternate synthetic route to the important anticancer drug suberoylanilide hydroxamic acid (SAHA) from its α,ß-didehydro derivative is described. The didehydro derivative is obtained through a cross metathesis reaction between a suitable terminal alkene and N-benzyloxyacrylamide. Some of the didehydro derivatives of SAHA were preliminarily evaluated for anticancer activity towards HeLa cells. The administration of the analogues caused a significant decrease in the proliferation of HeLa cells. Furthermore, one of the analogues showed a maximum cytotoxicity with a minimum GI50 value of 2.5 µg/mL and the generation of reactive oxygen species (ROS) as some apoptotic features.

Regulation of the degree of blockiness of the norbornene–cyclooctene copolymer synthesized via the cross-metathesis reaction

2016 ◽  
Vol 58 (3) ◽  
pp. 292-297 ◽  
Author(s):  
Yu. I. Denisova ◽  
M. L. Gringolts ◽  
L. B. Krentsel’ ◽  
G. A. Shandryuk ◽  
A. D. Litmanovich ◽  
...  
Keyword(s):  
Metathesis Reaction ◽  
Cross Metathesis ◽  
The Cross

Facile synthesis of norbornene–ethylene–vinyl acetate/vinyl alcohol multiblock copolymers by the olefin cross-metathesis of polynorbornene with poly(5-acetoxy-1-octenylene)

2020 ◽  
Vol 11 (44) ◽  
pp. 7063-7077
Author(s):  
Yulia I. Denisova ◽  
Alexey V. Roenko ◽  
Olga A. Adzhieva ◽  
Maria L. Gringolts ◽  
Georgiy A. Shandryuk ◽  
...  
Keyword(s):  
Vinyl Acetate ◽  
Vinyl Alcohol ◽  
Ethylene Vinyl Acetate ◽  
Acetoxy Group ◽  
Multiblock Copolymers ◽  
Metathesis Reaction ◽  
Facile Synthesis ◽  
Cross Metathesis ◽  
Bond Hydrogenation

New norbornene−ethylene–vinyl acetate/vinyl alcohol multiblock copolymers are synthesized via the olefin cross-metathesis reaction of polynorbornene with poly(5-acetoxy-1-octenylene) followed by CC bond hydrogenation and acetoxy group deprotection.

Sign in / Sign up

Export Citation Format

Share Document