Catalytic Enantioselective Strecker Reactions and Analogous Syntheses

Gröger, Harald

doi:10.1021/cr020038p

Cited by 614 publications

(207 citation statements)

References 68 publications

(275 reference statements)

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“…First, we studied the replacement of ZnCl 2 by chiral organocatalysts in the synthesis of 9a. Among the diverse organocatalysts developed for enantioselective Strecker reactions, 6,8,11,12 we tried the commercial thiourea 12 ( Fig. 1), developed by the Jacobsen group.…”

Section: Resultsmentioning

confidence: 99%

“…[2][3][4] During the last years, attention has mainly been focused on the stereocontrol in the Strecker reaction, by using chiral auxiliaries 2,3,5,6 and, more recently, chiral catalysts. [5][6][7][8][9][10][11][12] -Amino nitriles are versatile intermediates for the synthesis of multiple building blocks. 5,6 In particular, -amino acid-derived amino nitriles have shown high potential for molecular diversity generation.…”

Section: Introductionmentioning

confidence: 99%

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A study on the induction of stereoselectivity in the Strecker synthesis of basic amino acid-derived α-amino nitriles

Ventosa-Andrés

García-López

Herranz

2012

Tetrahedron: Asymmetry

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A study on the induction of stereoselectivity in the Strecker synthesis of basic amino acid-derived α-amino nitriles

Ventosa-Andrés

García-López

Herranz

2012

Tetrahedron: Asymmetry

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“…The extent of asymmetric induction at the Cα depends on the nature of the substituents (steric or hydrophobic interactions) and nucleophile-substrate interactions, which are favored in organocatalytic processes [34].…”

Section: Stereoselective C-p Bond Formation (Addition Of Phosphorus Cmentioning

confidence: 99%

Stereoselective Synthesis of α-Amino-C-phosphinic Acids and Derivatives

et al. 2016

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α-Amino-C-phosphinic acids and derivatives are an important group of compounds of synthetic and medicinal interest and particular attention has been dedicated to their stereoselective synthesis in recent years. Among these, phosphinic pseudopeptides have acquired pharmacological importance in influencing physiologic and pathologic processes, primarily acting as inhibitors for proteolytic enzymes where molecular stereochemistry has proven to be critical. This review summarizes the latest developments in the asymmetric synthesis of acyclic and phosphacyclic α-amino-C-phosphinic acids and derivatives, following in the first case an order according to the strategy used, whereas for cyclic compounds the nitrogen embedding in the heterocyclic core is considered. In addition selected examples of pharmacological implications of title compounds are also disclosed.

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“…A wide variety of ligand may be obtained via Schiff base. The family of Schiff bases derived from aromatic or aliphatic diamine and phenolic aldehydes which proved to be the source of tetradentate ligands for many transition metals complexes show a great potential as catalysts for various reactions [1][2][3][4][5][6][7][8].…”

Section: Introuctionmentioning

confidence: 99%

The Transfer Hydrogenation Reactions Catalyzed by Rhodium Schiff Base Complexes

Alsalim¹,

Hadi

Al-Nasir

et al. 2010

J. Sci. Res.

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Three new Schiff base rhodium (III) complexes, derived from three ligands, L1, L2 and L3 have been prepared and characterized by IR, 1 HNMR, mass spectra and the elemental analysis. These complexes have shown efficient catalytic activity in the transfer hydrogenation of wide variety ketones to the corresponding alcohols in formic acid/triethylamine solution under mild reaction conditions. Depending on the ketone, the percentage of conversion for RhL1 have been found to be (51-92%) compared to RhL2 which had a yield of (42-92%) while for RhL3 (71-94%), within time range of 0.5-12 hrs.

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Catalytic Enantioselective Strecker Reactions and Analogous Syntheses

Cited by 614 publications

References 68 publications

A study on the induction of stereoselectivity in the Strecker synthesis of basic amino acid-derived α-amino nitriles

A study on the induction of stereoselectivity in the Strecker synthesis of basic amino acid-derived α-amino nitriles

Stereoselective Synthesis of α-Amino-C-phosphinic Acids and Derivatives

The Transfer Hydrogenation Reactions Catalyzed by Rhodium Schiff Base Complexes

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