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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 15, 1985 - Issue 3
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Original Articles

A Novel and Practical One Step Synthesis of 5,6-Dihydro -3-Phenyl-4H-Pyrrolo (1,2-b) Pyrazole (Withasomnine)

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Pages 259-265 | Published online: 05 Dec 2006
 

Abstract

Withasomnine (2), the only bicyclic pyrazole alkaloid found thus far in Nature, has been prepared, in one step, by cyclo-addition of Ph-C=C-H and the strained bicyclic meso-ionic system 1, derived from L-proline. The cyclo-addition also gives the novel, un-natural isomer 3.

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