Final Thoughts on Chemistry for 17261-28-8

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Related Products of 17261-28-8. Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 17261-28-8, Name is 2-(Diphenylphosphino)benzoic acid

Asymmetric synthesis of (-)-anatoxin-a via an asymmetric cyclization using a new ligand for Pd-catalyzed alkylations

Palladium-catalyzed asymmetric allylic alkylations have been explored in the context of medium-sized ring substrates, intramolecular vs intermolecular processes involving attack on a formally meso pi-allyl intermediate in the desymmetrization, and the presence of electron-withdrawing groups on the cationic pi-allylpalladium intermediate. The synthesis of anatoxin-a, also known as the ‘very fast death factor’, raises all of these questions. Ligands derived from trans-1,2-diaminocyclohexane and 2-diphenylphosphinobenzoic acid effect asymmetric alkylations with an allyl substrate bearing an electron- withdrawing group. On the other hand, a new type of ligand wherein the diamine is derivatized with both 2-diphenylphosphinobenzoic acid and 2- picolinic acid was required to effect asymmetric cyclization to form the 9- azabicyclo[4.2.1]non-2-ene system. A total synthesis of anatoxin-a from 5- hydroxy-1,8-nonadiene employing a metathesis reaction to form the cycloheptene and a palladium-catalyzed asymmetric cyclization to form the bicyclic ring system is achieved in 15% overall yield.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate