By Hélène Pellissier
The aim of this ebook is to teach the excessive capability of chiral sulfur-containing ligands to advertise a number of uneven catalytic modifications. the real variety of experiences seemed within the literature over the past 35 years usually highlighted staggering leads to phrases of potency and enantioselectivity, permitting entry to many biologically vital molecules, which sincerely demonstrates that those ligands can now be recognized as genuine rivals to the extra traditional phosphorus- or nitrogen-containing ligands. A key aspect of reference for post-graduate scholars, researchers and lecturers.
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Additional info for Chiral Sulfur Ligands: Asymmetric Catalysis (RSC Catalysis Series)
42 Thioimidazolidine ligands compared to phosphinoimidazolidine ligands for the test reaction. 43 OH Ph : 52% ee = 81% (S) Test reaction with oxazolidine-thioether and thiazolidine-methanol ligands. 44 Test reaction with aziridine sulﬁde ligands. explained the poor yield and long reaction time obtained by using these ligands compared with the almost complete conversion that occurred with oxazolidinethioether ligands. 83 The eﬃciency of this sterically and electronically varied set of ligands was then examined as chiral catalysts in the palladium-catalysed test reaction.
81 Some new chiral oxazolidine-thioether and thiazolidine-methanol ligands have been eﬃciently synthesised by Braga et al. 43). Subtle changes in the ligand’s structure made it possible to clarify the mode of action, determine a ligand structure–catalyst eﬃciency relationship and undertake a rational improvement of the ligand’s structure. This showed the importance of a ﬂexible synthetic strategy for systematic optimisation of the catalyst’s structure and an enantiomeric excess of 94% was obtained by increasing the steric bulk at the 2-position of the oxazolidine.
45). The corresponding selenium and tellurium analogues were also prepared in this study and evaluated for the same reaction. In all cases, the b-selenium amides have proven to be more eﬃcient than the respective sulfur- and tellurium-containing analogues. This observation of a diﬀerence in the behaviour among the chalconide donors provided evidence for the higher ability of selenium to complex with palladium, leading to a superior level of enantioselection (up to 98% ee). 45 Test reaction with b-thioamide ligands.
Chiral Sulfur Ligands: Asymmetric Catalysis (RSC Catalysis Series) by Hélène Pellissier