A new enantioselective synthesis of β-amino acids

D Saylik, EM Campi, AC Donohue, WR Jackson…

Index: Saylik, Dilek; Campi, Eva M.; Donohue, Andrew C.; Jackson; Robinson, Andrea J. Tetrahedron Asymmetry, 2001 , vol. 12, # 4 p. 657 - 667

Full Text: HTML

Citation Number: 50

Abstract

Enantioselective hydrogenation of some α, β-unsaturated nitriles and their corresponding methyl esters bearing a phthalimidomethyl substituent at the α-carbon using Rh-DuPHOS catalysts afforded β-amino acid precursors with modest ees of up to 48%. Hydrogenation of the α, β-unsaturated methyl esters using a Ru-BINAP catalyst gave higher ees of up to 84%. Method development for the determination of the enantiomeric excesses of these ...

Related Articles:

Enantioselective synthesis of β-amino acids. 7. Preparation of enantiopure α-substituted β-amino acids from 1-benzoyl-2 (S)-tert-butyl-3-methylperhydropyrimidin-4- …

[Juaristi, Eusebio; Quintana, Delia; Balderas, Margarita; Garcia-Perez, Enrique Tetrahedron Asymmetry, 1996 , vol. 7, # 8 p. 2233 - 2246]

Synthesis of α-substituted β-amino acids using pseudoephedrine as a chiral auxiliary

[Organic letters, , vol. 2, # 22 p. 3527 - 3529]

Enantioselective Synthesis of β??Amino Acids, Part 13

[Gutierrez-Garcia, Victor Manuel; Reyes-Rangel, Gloria; Munoz-Muniz, Omar; Juaristi, Eusebio Helvetica Chimica Acta, 2002 , vol. 85, # 12 p. 4189 - 4199]

Enantioselective synthesis of α, β-substituted β-amino acids

[Agami, Claude; Cheramy, Sandrine; Dechoux, Luc; Melaimi, Mohand Tetrahedron, 2001 , vol. 57, # 1 p. 195 - 200]

Recognition of the minor groove of DNA by hairpin polyamides containing α-substituted-β-amino acids

[Gani, David; Hitchcock, Peter B.; Young, Douglas W. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 1363 - 1372]

More Articles...