- Synthesis and application of N-3,5-dinitrobenzoyl and C3 symmetric diastereomeric chiral stationary phases
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Three diastereomeric chiral compounds, namely, (R,R)-(+)-2-amino-1,2-diphenylethanol, (1S,2R)-(+)-2-amino-1,2-diphenylethanol, and (1R,2R)-(+)-1,2-diphenylethylenediamine were used as starting materials for preparing three N-3,5-dinitrobenzoyl derivative
- Ryoo, Jae Jeong,Yu, Jeong Jae
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- Synthesis of new C3 symmetric amino acid- and aminoalcohol-containing chiral stationary phases and application to HPLC enantioseparations
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We recently reported a new C3-symmetric (R)-phenylglycinol N-1,3,5-benzenetricarboxylic acid-derived chiral high-performance liquid chromatography (HPLC) stationary phase (CSP 1) that demonstrated better results as compared to a previously described N-3,5-dintrobenzoyl (DNB) (R)-phenylglycinol-derived CSP. Over a decade ago, (S)-leucinol, (R)-phenylglycine, and (S)-leucine derivatives were used as the starting materials of 3,5-DNB-based Pirkle-type CSPs for chiral separation. In this study, three new C3-symmetric CSPs (CSP 2, 3, and 4) were prepared by combining the ideas and results mentioned above. Here we describe the synthetic procedures and applications of the new C3-symmetric CSPs (CSP 2–CSP 4).
- Yu, Jeongjae,Armstrong, Daniel W.,Ryoo, Jae Jeong
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- Remarkably efficient charcoal-promoted ring-closing carbonylations
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An efficient, versatile and practical gram-scale preparation of oxazolidinone, imidazolidinone and dioxolanone is achieved. Georg Thieme Verlag Stuttgart.
- Alouane, Nacira,Boutier, Audrey,Baron, Cyriella,Vrancken, Emmanuel,Mangeney, Pierre
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p. 885 - 889
(2007/10/03)
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- Asymmetric alkylations using SuperQuat auxiliaries - An investigation into the synthesis and stability of enolates derived from 5,5-disubstituted oxazolidin-2-ones
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Studies on the alkylation of enolates derived from a range of N-acyl-5,5-dimethyloxazolidin-2-ones and N-acyl-5,5-diphenyloxazolidin-2-ones reveal that high yields and high diastereoselectivities are best obtained when homochiral 4-isopropyl-5,5-dimethyloxazolidin-2-one is employed as a chiral auxiliary.
- Bull, Steven D.,Davies, Stephen G.,Jones, Simon,Sanganee, Hitesh J.
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p. 387 - 398
(2007/10/03)
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- Synthetic Studies on the Key Component of the New Generation of Quinolonecarboxylic Acid, DU-6859. 2. Asymmetric Synthesis of (1R,2S)-2-Fluorocyclopropylamine
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The title synthesis was achieved by featuring diastereoface-selective cyclopropanation of (4R,5S)-4,5-diphenyl-3-vinyl-2-oxazolidinone and its related compounds, the chiral conformationally rigid N-vinylcarbamates, with zinc-monofluorocarbenoid, followed
- Akiba, Toshifumi,Tamura, Osamu,Hashimoto, Masaru,Kobayashi, Yuko,Katoh, Tadashi,et al.
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p. 3905 - 3914
(2007/10/02)
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