Application of a Domino Intramolecular Enyne Metathesis/Cross Metathesis Reaction to the Total Synthesis of (+)-8-epi-Xanthatin

2005 ◽  
Vol 7 (21) ◽  
pp. 4621-4623 ◽  
Author(s):  
David A. Kummer ◽  
Jehrod B. Brenneman ◽  
Stephen F. Martin
Keyword(s):  
Total Synthesis ◽  
Enyne Metathesis ◽  
Metathesis Reaction ◽  
Cross Metathesis

scholarly journals Recent Advances in Total Synthesis via Metathesis Reactions

Synthesis ◽  
2018 ◽  
Vol 50 (19) ◽  
pp. 3749-3786 ◽  
Author(s):  
Francisco Sarabia ◽  
Iván Cheng-Sánchez
Keyword(s):  
Total Synthesis ◽  
Tandem Reactions ◽  
Alkyne Metathesis ◽  
Enyne Metathesis ◽  
Metathesis Reaction ◽  
Ring Closing Metathesis ◽  
Total Syntheses ◽  
Cross Metathesis ◽  
Carbon Carbon Bonds ◽  
Metathesis Reactions

The metathesis reactions, in their various versions, have become a powerful and extremely valuable tool for the formation of carbon–carbon bonds in organic synthesis. The plethora of available catalysts to perform these reactions, combined with the various transformations that can be accomplished, have positioned the metathesis processes as one of the most important reactions of this century. In this review, we highlight the most relevant synthetic contributions published between 2012 and early 2018 in the field of total synthesis, reflecting the state of the art of this chemistry and demonstrating the significant synthetic potential of these methodologies.1 Introduction2 Alkene Metathesis in Total Synthesis2.1 Total Synthesis Based on a Ring-Closing-Metathesis Reaction2.2 Total Synthesis Based on a Cross-Metathesis Reaction2.3 Strategies for Selective and Efficient Metathesis Reactions of Alkenes2.3.1 Temporary Tethered Ring-Closing Metathesis2.3.2 Relay Ring-Closing Metathesis2.3.3 Stereoselective Alkene Metathesis2.3.4 Alkene Metathesis in Tandem Reactions3 Enyne Metathesis in Total Synthesis3.1 Total Syntheses Based on a Ring-Closing Enyne-Metathesis Reaction3.2 Total Syntheses Based on an Enyne Cross-Metathesis Reaction3.3 Enyne Metathesis in Tandem Reactions4 Alkyne Metathesis in Total Synthesis4.1 Total Synthesis Based on a Ring-Closing Alkyne-Metathesis Reaction4.2 Other Types of Alkyne-Metathesis Reactions5 Conclusions

Stereoselective Total Synthesis of Arundinolides A and B

Synthesis ◽  
2020 ◽  
Vol 52 (10) ◽  
pp. 1576-1584
Author(s):  
Jun Liu ◽  
Zhi-Bing Dong ◽  
Caizhu Chang ◽  
Jialin Geng ◽  
Yinxin Liu ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Ethyl Lactate ◽  
Metathesis Reaction ◽  
Cross Metathesis ◽  
Key Features ◽  
First Time ◽  
Enantioselective Syntheses

The efficient and enantioselective syntheses of arundinolides A and B have been accomplished for the first time from chiral pool methyl-2,3-O-isopropylidene-β-d-ribofuranoside and d-ethyl lactate. The key features of the total synthesis are intramolecular crotonyl migration and NaBH4-CuCl catalyzed regioselective reduction and cross-metathesis reaction.

An enantioselective total synthesis of Sch-725674

2015 ◽  
Vol 13 (1) ◽  
pp. 234-240 ◽  
Author(s):  
Kota Ramakrishna ◽  
Krishna P. Kaliappan
Keyword(s):  
Total Synthesis ◽  
Metathesis Reaction ◽  
Stereoselective Reduction ◽  
Enantioselective Total Synthesis ◽  
Cross Metathesis ◽  
Yamaguchi Macrolactonization ◽  
Key Steps

An enantioselective total synthesis of Sch-725674 using dithiane alkylation, cross metathesis reaction, Yamaguchi macrolactonization and a substrate controlled stereoselective reduction as key steps is described.

Study of the Cross-Metathesis Reaction of α-Hydroxy β,γ-Unsaturated Amides towards a Rapid and Flexible Total ­Synthesis of Symbioramide and its Isomer

Synlett ◽  
2017 ◽  
Vol 29 (02) ◽  
pp. 230-234 ◽  
Author(s):  
Alexandre Gratais ◽  
Samir Bouzbouz
Keyword(s):  
Methyl Ester ◽  
Total Synthesis ◽  
Metathesis Reaction ◽  
Cross Metathesis ◽  
Metathesis Reactions ◽  
The Cross

The reactivity of novel α-hydroxy β,γ-unsaturated amides in cross-metathesis reactions was extensively studied and used to perform a short total synthesis of symbioramide and its isomer from ­l-serine methyl ester.

ChemInform Abstract: Total Synthesis of (-)-Cylindrocyclophanes A and F Exploiting the Reversible Nature of the Olefin Cross Metathesis Reaction.

ChemInform ◽  
2010 ◽  
Vol 32 (41) ◽  
pp. no-no
Author(s):  
Amos B. Smith III ◽  
Christopher M. Adams ◽  
Sergey A. Kozmin ◽  
Daniel V. Paone
Keyword(s):  
Total Synthesis ◽  
Metathesis Reaction ◽  
Cross Metathesis ◽  
Reversible Nature
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