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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 16
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Original Articles

Novel Synthesis of N‐Methyl Spiropyrrolidines by 1,3‐Dipolar Cycloaddition Reaction of Azomethine Ylides

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Pages 2189-2193 | Received 31 Mar 2005, Published online: 18 Aug 2006
 

Abstract

A series of novel N‐methyl spiropyrrolidines have been synthesized in good yield by the cycloaddition reaction of azomethine ylides generated by a decarboxylative route from sarcosine and paraformaldehyde with conformationally locked s‐trans enone functionality present in the (E)‐3‐arylidene‐4‐chromanone as dipolarophiles. The structure of the title compound was established by spectroscopic techniques.

Acknowledgment

G.S. thanks the Council of Scientific and Industrial Research (CSIR), New Delhi, India, for the award of Senior Research Fellowship. Financial support from CSIR and University Grants Commission (UGC) is gratefully acknowledged.

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