Cycloaddition Reactions: Reaction of 3-Methyl-2-phenylpyrrocoline with Dimethyl Acteylenedicarboxylate
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Gupta, C M
Rizvi, R K Anand, Nitya Murthy, M R Narsimha Venkatesan, K |
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| Date |
2008-03-23T07:09:37Z
2008-03-23T07:09:37Z 1981 |
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| Identifier |
lndian Journal of Chemistry (1981), 20B, 735-741
http://hdl.handle.net/123456789/118 |
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| Description |
Reaction of 3-methyl-2-phenylpyrrocoline(I) and dimethyl acetylenedicarboxylate(II) in refluxing toluene furnishes cis-7',8-dihydro.4,5,8,9-tetramethoxycarbonyl-7'-phenyl-7' -methylazocino(2,1,8-cd]pyrrolizine (III) and trans-7',8-dihydro-4,5,8,9-tetramethoxycarbonyl-7-phenyl-7'-methylazocino[2,1,8-cd]pyrrolizine (IV), while the same reaction at ambient temperature yields 1-[(1,2-trans-dimethoxycarbonyl)vinyl]-3-methyl-2-phenylpyrrocoline (V) and 1-[(1,2-cis-di(methoxycarbonyl)vinyl)--methyl-2- phenylpyirocoUne (V) and
1-[(I,2-cis-di(methoxycarbonyl)Yinyl]-3-metbyl-2-phenylpyrrocoline(VI) as the major products. The structure of IV
has been determined by X-ray crystallography.A possible mechanism of formation of these products is also discussed.
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3468604 bytes
application/pdf |
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| Language |
en
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| Relation |
CDRI Communication Number 2980
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| Title |
Cycloaddition Reactions: Reaction of 3-Methyl-2-phenylpyrrocoline with Dimethyl Acteylenedicarboxylate
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| Type |
Article
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