2011
DOI: 10.1039/c0cc04606j
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Abstract: Intramolecular nucleophilic substitution of a trifluoromethyl group to form a 1,2-diphosphole derivative followed by the sequential addition of an alkylating agent and a carbanion are the key steps in the stereoselective synthesis of novel ferrocenyl diphosphines for asymmetric catalysis.

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Cited by 31 publications
(16 citation statements)
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“…[6] The secondary phosphanes 1 were prepared in four steps and good overall yield from commercially available Ugis amine. [7] Treatment of 1 with a base such as potassium tertbutoxide generates a phosphido group, which subsequently undergoes an intramolecular nucleophilic attack on the bis-(trifluoromethyl)phosphanyl moiety.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…[6] The secondary phosphanes 1 were prepared in four steps and good overall yield from commercially available Ugis amine. [7] Treatment of 1 with a base such as potassium tertbutoxide generates a phosphido group, which subsequently undergoes an intramolecular nucleophilic attack on the bis-(trifluoromethyl)phosphanyl moiety.…”
Section: Resultsmentioning
confidence: 99%
“…[6] Initial studies demonstrated the utility of such ligands in the rhodium-catalyzed asymmetric hydrogenation of olefins. Herein, we present a more general synthesis of P-stereogenic ferrocenyl trifluoromethylphosphanes using intra-or intermolecular substitution of CF 3 anions as well as the spectroscopic and crystallographic analysis of their palladium and rhodium complexes.…”
Section: Introductionmentioning
confidence: 99%
“…Buergler and Togni reported on the synthesis of a JosiPhostype ligand, which contains two stereogenic P-centers (Scheme 45). [96] In the first step the Ugi-amine was transformed by a modified procedure of Caffyn [97] into the bis(trifluoromethyl)phosphine. Treatment of this material with adamantyl or cyclohexyl phosphine afforded the diphosphines in excellent yields.…”
Section: Ligands Bearing P-stereogenic Centersmentioning
confidence: 99%
“…Nevertheless, in the last decade this element has gained growing popularity as a catalyst in different processes. [21] Here, we report the synthesis and characterization of a series of new Re V oxido and nitrido complexes with chiral bidentate ferrocenylphosphane ligands of the Josiphos family, and their successful use as catalysts for the asymmetric transfer hydrogenation of ketones. In the field of Re-catalyzed asymmetric synthesis, the pioneering work of Toste on the enantioselective hydrosilylation of Figure 1.…”
Section: Introductionmentioning
confidence: 99%
“…R and R′ substituents presented here account for the commercially available ligands (Solvias AG) though some other new combinations are presented in this work (vide infra). A new class of Josiphos ligands stereogenic at the phosphorus atoms has been recently developed in our group 21…”
Section: Introductionmentioning
confidence: 99%