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Preparation of 7-Methylenepyrrolo[1,2-c]pyrimidin-1(5H)-ones and their 1,3-Dipolar Cycloadditions towards Isoxazolinyl and Isoxazolidinyl Spironucleosides
Fischer, R., Hýrošová, E., Fišera, Ľ., Hametner, C. and Cyrański, M. K. Preparation of 7-Methylenepyrrolo[1,2-c]pyrimidin-1(5H)-ones and their 1,3-Dipolar Cycloadditions towards Isoxazolinyl and Isoxazolidinyl Spironucleosides Chemical Papers, Vol.59, No. 4, 2005, 275-288
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Document type:
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Článok z časopisu / Journal Article |
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Collection:
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Chemical papers
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| Attached Files |
| Name |
Description |
MIMEType |
Size |
Downloads |
n594a275.pdf
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594a275.pdf |
application/pdf |
368.02KB |
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| Author(s) |
Fischer, R.
Hýrošová, E.
Fišera, Ľ.
Hametner, C.
Cyrański, M. K.
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| Title |
Preparation of 7-Methylenepyrrolo[1,2-c]pyrimidin-1(5H)-ones and their 1,3-Dipolar Cycloadditions towards Isoxazolinyl and Isoxazolidinyl Spironucleosides
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| Journal name |
Chemical Papers
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| Publication date |
2005
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| Year available |
2005
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| Volume number |
59
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| Issue number |
4
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| ISSN |
0366-6352
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| Start page |
275
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| End page |
288
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| Place of publication |
Poland
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| Publisher |
Versita
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| Collection year |
2005
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| Language |
english
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| Subject |
250000 Chemical Sciences
250300 Organic Chemistry
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| Abstract/Summary |
Novel 6,7-dihydro-5-hydroxy-3-methoxy-7-methylenepyrrolo[1,2- c ]pyrimidin-1(5 H )-oneswere prepared from orotic acid. Their 1,3-dipolar cycloadditions with mesitonitrile oxide and methoxycarbonyl nitrone proceed with complete regioselectivity, the approach of the dipole taking place predominantly from the less sterically hindered side of the dipolarophiles. The isoxazolidinyl spironucleoside, bearing a primary hydroxyl group on methyl in C-3 position of the isoxazolidinyl ring, was prepared in three steps from the major isoxazolidine.
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