Sc(BINOL)2Li: a new heterobimetallic catalyst for the asymmetric Strecker reaction

Chavarot, Murielle; Byrne, Janice J.; Chavant, Pierre Y.; Vallée, Yannick

doi:10.1016/s0957-4166(01)00144-6

Cited by 103 publications

(29 citation statements)

References 6 publications

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“…Jacobsen and Vachal developed a unique organocatalyst that promotes reactions with aryl methyl and tert-butyl methyl ketoimines [12]. Vallée et al reported a reaction with an acetophenone-derived ketoimine, catalyzed by a chiral heterobimetallic complex [13]. We also reported a reaction with N-phosphinoyl ketoimines using a catalyst prepared from Gd(O i Pr) 3 and D-glucose-derived ligand 4 in a 1:2 ratio [7].…”

Section: Catalytic Enantioselective Strecker Reaction Of Ketoiminesmentioning

confidence: 97%

Recent progress in Lewis acid-Lewis base bifunctional asymmetric catalysis

Kanai

Kato

Ichikawa

et al. 2005

Pure and Applied Chemistry

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Section: Catalytic Enantioselective Strecker Reaction Of Ketoiminesmentioning

confidence: 97%

Recent progress in Lewis acid-Lewis base bifunctional asymmetric catalysis

Kanai

Kato

Ichikawa

et al. 2005

Pure and Applied Chemistry

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“…[53][54][55] In 2009, Ishihara and coworkers developed a catalytic enantioselective Strecker reaction catalyzed by novel chiral lanthanum(III)−binaphthyl disulfonate 23 complexes (Scheme 25). 56 The key to promoting the reactions was a semistoichiometric amount of AcOH or i-PrCO 2 H, which took advantage of HCN generation in situ.…”

Section: Using Chiral Lanthanoide(iii) Complexesmentioning

confidence: 99%

Recent advances on asymmetric Strecker reactions

Cai¹,

Xie²

2014

Arkivoc

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The Strecker reaction is one of the most attractive methods for the synthesis of α-amino acids and other bioactive compounds including natural products. The asymmetric Strecker reaction represents a simple and efficient method for the synthesis of optically pure α-amino acid derivatives, nucleic acids, various nitrogen and sulfur containing heterocycles and pharmaceuticals. Over the past several decades, considerable effort has been devoted towards the development of asymmetric Strecker reactions. This review provides an overview of recent asymmetric Strecker reactions, from diastereoselective reactions and catalytic enantioselective reactions including chiral catalytic metal systems and chiral organocatalytic systems.

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“…When the reaction was performed on a higher scale, the workup was not necessary; the product separated from the aqueous phase when liquid or could be recovered by filtration when solid. Spectra of amino nitriles 1, [25] 2, [25] 3, [27] 4, [13a] 7, [28] 8, [29] 11, [30] 13, [30] 14, [26] 19, [26] 24, [28] 25, [30] 27, [31] 30,…”

Section: General Procedures For the Synthesis Of Amino Nitriles 1-37mentioning

confidence: 99%