Diastereoselective construction of a library of structural bispiro[butyrolactone/valerolactone–pyrrolidine–indanedione] hybrids via 1,3-dipolar cycloaddition reactions?
New Journal of Chemistry Pub Date: 2022-05-30 DOI: 10.1039/D2NJ01571D
Abstract
Herein, a highly efficient strategy that allows the diverse synthesis of a library of structural bispiro[butyrolactone–pyrrolidine–indanedione] hybrids is achieved effectively for the first time by means of 1,3-dipolar cycloadditions of α,β-unsaturated butyrolactones/valerolactones as dipolarophiles with azomethine ylides (thermally generated in situ from ninhydrin and proline or thioproline) via an exo′-transition state. Potentially bioactive target compounds have been obtained in good yields and diastereoselectivities (up to 89% yield and all cases >20?:?1 dr).
![Graphical abstract: Diastereoselective construction of a library of structural bispiro[butyrolactone/valerolactone–pyrrolidine–indanedione] hybrids via 1,3-dipolar cycloaddition reactions](http://scimg.chem960.com/usr/1/D2NJ01571D.jpg)
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Journal Name：New Journal of Chemistry
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CAS no.: 89640-58-4
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