A NEW SYNTHESIS OF BOTH THE ENANTIOMERS OF 4-AMINO-3-HYDROXYBUTANOIC ACID (GABOB) AND MM2 CALCULATIONS FOR ROTAMERS OF THE INTERMEDIATE OXAZOLIDIN-2-ONES
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BONGINI, A
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CNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALYCNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALY
BONGINI, A
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CARDILLO, G
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CNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALYCNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALY
CARDILLO, G
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ORENA, M
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CNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALYCNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALY
ORENA, M
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PORZI, G
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CNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALYCNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALY
PORZI, G
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SANDRI, S
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CNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALYCNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALY
SANDRI, S
[1
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机构:
[1] CNR, DIPARTIMENTO CHIM G CIAMICIAN, CTR STUDIO FIS MACROMOLEC, I-40126 BOLOGNA, ITALY
The easy chromatographic separation of the diastereomeric mixture of oxazolidin-2-ones 4a and 4b allows to synthesize pure R-(-)-1a and (S)-(+)-GABOB 1b. The 1H NMR pattern of 4a and 4b can be correlated with the configuration at C-5 and this relationship is confirmed by MM2 calculations for rotamers of 5-substituted oxazolidin-2-ones.