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1,3-Dipolar Cycloaddition of D-Xylose Derived Nitrone with Methyl Acrylate and its Utilization in Synthesis of Chiral Polyhydroxylated Pyrrolidinones and Pyrrolidines
Podolan, Gabriel, Fišera, Ľubor and Prónayová, Naďa 1,3-Dipolar Cycloaddition of D-Xylose Derived Nitrone with Methyl Acrylate and its Utilization in Synthesis of Chiral Polyhydroxylated Pyrrolidinones and Pyrrolidines Acta Chimica Slovaca, Vol.1, No. 1, 2008, -
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| Attached Files |
| Name |
Description |
MIMEType |
Size |
Downloads |
acs_0030.pdf
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acs_0030.pdf |
application/pdf |
130.21KB |
0 |
| Author(s) |
Podolan, Gabriel
Fišera, Ľubor
Prónayová, Naďa
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| Title |
1,3-Dipolar Cycloaddition of D-Xylose Derived Nitrone with Methyl Acrylate and its Utilization in Synthesis of Chiral Polyhydroxylated Pyrrolidinones and Pyrrolidines
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| Journal name |
Acta Chimica Slovaca
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| Publication date |
2008
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| Year available |
2008
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| Volume number |
1
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| Issue number |
1
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| ISBN |
978-80-227-2957-4
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| Place of publication |
Bratislava
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| Publisher |
Slovak Technical University
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| Collection year |
2008
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| Language |
english
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| Subject |
250000 Chemical Sciences
250300 Organic Chemistry
250400 Analytical Chemistry
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| Abstract/Summary |
The cycloaddition of the chiral nitrone IV derived from D-xylose with methyl acrylate proceeded with very good diastereoselectivity for the anti-trans isoxazolidine Va. Its subsequent transformations to novel chiral polyhydroxylated pyrrolidinones and pyrrolidines are described. The results show that the method has potential use in the preparation of pyrrolidinones and pyrrolidines containing carbohydrate residues.
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| Keyword(s) |
chiral nitrones
pyrrolidines
cycloadditions
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