Total Synthesis of Synechoxanthin through Iterative Cross-Coupling

Total Synthesis of Synechoxanthin through Iterative Cross-Coupling**

Deficiencies of human proteins that protect cells from lipid peroxidation have been linked to many prevalent diseases, including atherosclerosis, neurodegenerative disorders, and cancer. Remarkably, some species of bacteria have the ability to thrive in environments of extreme oxidative stress, which has been attributed to the presence of specialized carotenoids in their membranes. These natura...

Synthesis of the Tetracyclic Scaffolds of the Endiandric Acids Through Iterative Cross-Coupling

Palladium-catalyzed cross-coupling reactions in total synthesis.

In studying the evolution of organic chemistry and grasping its essence, one comes quickly to the conclusion that no other type of reaction plays as large a role in shaping this domain of science than carbon-carbon bond-forming reactions. The Grignard, Diels-Alder, and Wittig reactions are but three prominent examples of such processes, and are among those which have undeniably exercised decisi...

Synthesis of functionalized thiophenes and oligothiophenes by selective and iterative cross-coupling reactions using indium organometallics.

The synthesis of unsymmetrical 2,5-disubstituted thiophenes by selective and sequential palladium-catalyzed cross-coupling reactions of indium organometallics with 2,5-dibromothiophene is reported. Following an iterative coupling sequence, α-oligothiophenes were synthesized in good yields and with high atom economy.

An Iterative Strategy for the Synthesis of Oligothiophenes by Catalytic Cross-Coupling Reactions

An iterative strategy for the synthesis of new sulfur-functionalized oligothiophenes by Suzuki or Stille cross-coupling reactions was applied to the reaction of 4-bromo-tert-butylphenylthioether with thiophene derivatives. The planarity of the oligothiophenes obtained was confirmed by the singlecrystal X-ray structure analysis of 2-(4′-tert-butylthiophenyl)thiophene, which shows a potentially l...