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Indian Journal of Advances in Chemical Science,
Volume: 11,
Issue : 2, April 2023 |
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ISSN No.: 2320-0898 (Print);
2320-0928 (Electronic)
DOI: 10.22607/IJACS.2023.1102008 |
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Research Article
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Organocatalyst-Promoted
[3+2] Cycloaddition Reaction of Azomethine Ylides and Olefinic
Dipolarophiles |
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Siyaram Prasad*
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ABSTRACT |
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An efficient enantio- and
diastereoselective synthesis of substituted pyrrolidines have been
reported using tartaric acid as an organocatalyst through [3+2]
cycloaddition of azomethine ylides (N-alkylidene glycine esters) and
diploarophiles in goodto-excellent yields. We have also used
di-p-toluoyl-L-tartaric acid (DTTA) (30% mmol) as an organocatalyst
which gives [3+2]-dipolar cycloaddition product along with aza-Michael
product by the reaction of dipolarophiles on cycloaddition product.
However, DTTA (5% mmol) afforded cycloaddition product as a major
product. |
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Key words: Organocatalysis, Cycloaddition, Dipolarophiles,
Micheal reaction, Ylides. |
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[Download Full Article
PDF] |
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