scholarly journals Enantioselective Total Synthesis of the Potent Antitumor Agent (−)-Mucocin Using a Temporary Silicon-Tethered Ring-Closing Metathesis Cross-Coupling Reaction

2003 ◽  
Vol 125 (48) ◽  
pp. 14702-14703 ◽  
Author(s):  
P. Andrew Evans ◽  
Jian Cui ◽  
Santosh J. Gharpure ◽  
Alexei Polosukhin ◽  
Hai-Ren Zhang
Keyword(s):  
Total Synthesis ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Antitumor Agent ◽  
Ring Closing Metathesis ◽  
Enantioselective Total Synthesis ◽  
Cross Coupling Reaction

Total Synthesis of (±)-Cassumunins A–C and Curcumin Analogues

Synthesis ◽  
2020 ◽  
Vol 52 (10) ◽  
pp. 1561-1575 ◽  
Author(s):  
Faiz Ahmed Khan ◽  
Mulla Althafh Hussain
Keyword(s):  
Total Synthesis ◽  
Claisen Rearrangement ◽  
Aldol Condensation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Full Account ◽  
Curcumin Analogues ◽  
Cross Coupling Reaction ◽  
Sigmatropic Shift ◽  
Novel Approaches

A full account of the total synthesis of (±)-cassumunins A–C – superior antioxidants and anti-inflammatory agents – is given. Two novel approaches were developed for synthesizing cassumunins. The total synthesis of cassumunins A and B was accomplished in five linear steps from a known aldehyde in good overall yields of 50 and 43%, respectively, featuring a cascade [3,3]-sigmatropic shift (the Claisen rearrangement) and Heck cross-coupling reaction. Consequently, the total synthesis of cassumunin C was accomplished in three linear steps from a known alcohol with an overall yield of 53%. The key features involved in this synthesis are tandem [3,3]-sigmatropic shift, SN2′ reaction, and aldol condensation. Moreover, a total of eighteen symmetrical and unsymmetrical curcumin analogues were synthesized.

Total Synthesis of Calothrixins A and B by Palladium-Catalyzed Tandem Cyclization/Cross-Coupling Reaction of Indolylborate

2012 ◽  
Vol 2012 (26) ◽  
pp. 5018-5027 ◽  
Author(s):  
Takumi Abe ◽  
Toshiaki Ikeda ◽  
Tominari Choshi ◽  
Satoshi Hibino ◽  
Noriyuki Hatae ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Tandem Cyclization

ChemInform Abstract: Efficient Phthalate-Tethered Ring-Closing Metathesis as a Cross-Coupling Reaction.

ChemInform ◽  
2010 ◽  
Vol 33 (3) ◽  
pp. no-no
Author(s):  
Yasuharu Sakamoto ◽  
Masato Okazaki ◽  
Kazuyuki Miyamoto ◽  
Tadashi Nakata
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Ring Closing Metathesis ◽  
Cross Coupling Reaction

scholarly journals Total synthesis of elansolids B1 and B2

2017 ◽  
Vol 13 ◽  
pp. 1280-1287 ◽  
Author(s):  
Liang-Liang Wang ◽  
Andreas Kirschning
Keyword(s):  
Antibacterial Activity ◽  
Secondary Metabolites ◽  
Total Synthesis ◽  
Second Generation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Gram Positive Bacteria ◽  
Cross Coupling Reaction ◽  
Gliding Bacterium ◽  
Coupling Sequence

The elansolids A1–A3, B1, and B2 are secondary metabolites formed by the gliding bacterium Chitinophaga sancti. They show antibacterial activity against Gram-positive bacteria. A second generation total synthesis of the antibiotic elansolid B1 (2) and the first synthesis of elansolid B2 (3) are reported. In contrast to previous work, the (Z,E,Z)-triene at C10–C15 was assembled by using an optimized C–C cross-coupling sequence with a Suzuki cross-coupling reaction as key step.

scholarly journals Total Synthesis of Surinamensinols A and B

SynOpen ◽  
2020 ◽  
Vol 04 (04) ◽  
pp. 84-88
Author(s):  
Ahmed Al-Harrasi ◽  
Satya Kumar Avula ◽  
Biswanath Das ◽  
Rene Csuk ◽  
Ahmed Al-Rawahi
Keyword(s):  
Total Synthesis ◽  
Allyl Alcohol ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Ethyl Lactate ◽  
Naturally Occurring ◽  
Cross Coupling Reaction ◽  
Synthetic Sequence ◽  
Key Steps ◽  
Single Approach

AbstractAn efficient total synthesis of the naturally occurring anti-inflammatory and antitumour 8-O-4′-neolignans, surinamensinols A and B, has been accomplished from commercially available allyl alcohol and (S)-ethyl lactate. The synthetic sequence involves a palladium-catalysed Suzuki–Miyaura cross-coupling reaction followed by a chiral Mitsunobu­ reaction as the key steps. This is the first report of the simultaneous stereoselective total synthesis of surinamensinols A and B through a single approach involving only six steps.

scholarly journals Total Synthesis of the Anti-inflammatory and Pro-resolving Lipid Mediator MaR1n−3 DPAUtilizing an sp3-sp3Negishi Cross-Coupling Reaction

2014 ◽  
Vol 20 (45) ◽  
pp. 14575-14578 ◽  
Author(s):  
Jørn Eivind Tungen ◽  
Marius Aursnes ◽  
Jesmond Dalli ◽  
Hildur Arnardottir ◽  
Charles Nicholas Serhan ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Lipid Mediator ◽  
Cross Coupling Reaction ◽  
Anti Inflammatory
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