Chiral Sulfur Ligands: Asymmetric Catalysis (RSC Catalysis by Hélène Pellissier

By Hélène Pellissier

The objective of this publication is to teach the excessive capability of chiral sulfur-containing ligands to advertise a variety of uneven catalytic adjustments. the $64000 variety of reviews seemed within the literature during the last 35 years frequently highlighted fabulous ends up in phrases of potency and enantioselectivity, permitting entry to many biologically very important molecules, which sincerely demonstrates that those ligands can now be regarded as actual opponents to the extra ordinary phosphorus- or nitrogen-containing ligands. A key element of reference for post-graduate scholars, researchers and teachers.

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By Hélène Pellissier

The objective of this publication is to teach the excessive capability of chiral sulfur-containing ligands to advertise a variety of uneven catalytic adjustments. the $64000 variety of reviews seemed within the literature during the last 35 years frequently highlighted fabulous ends up in phrases of potency and enantioselectivity, permitting entry to many biologically very important molecules, which sincerely demonstrates that those ligands can now be regarded as actual opponents to the extra ordinary phosphorus- or nitrogen-containing ligands. A key element of reference for post-graduate scholars, researchers and teachers.

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95 When applied as ligands in the test reaction, these ligands gave good to high enantioselectivities of up to 99% ee. 55 N N R R = t-Bu: 83% ee = 75% R = i-Pr: 90% ee = 95% L* = t-Bu Ph2P O R N S PPh2 R = i-Pr: 92% ee = 97% R = t-Bu: 72% ee = 99% R = Ph: 62% ee = 97% Test reaction with thiophene- and benzothiophene-oxazoline/ phosphine-containing ligands. 55, it seemed that the position of the substituents at the heterocyclic skeleton of the ligand was important for the enantioselectivity. 55.

In order to gain insight into the coordination chemistry of these ligands towards palladium, these authors have prepared the corresponding diphosphine analogues.

72 Pyridine thiols and dithiols thus prepared were further investigated as ligands for the test reaction. 36, the pyridine thiol ligand was not very active, probably due to a deprotonation of the ligand by the base present in the reaction mixture. Consequently, these authors prepared a series of corresponding thioether derivatives by alkylation of the mono- and dithiol adducts and further investigated their efficiency in the test reaction. In most cases of thioether ligands, higher enantioselectivities (up to 92% ee) and activities (up to 96% yield) were observed, in particular when BSA/KOAc was used as a base compared to NaH.

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