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Asymmetric route to spirotetracyclic (1S)-5′,11′-dihydro-3H-spiro[cyclopentane-1,10′-dibenzo[a,d]cyclohepten]-3-one derivatives

✍ Scribed by Massimo Gianotti; Daniele Andreotti; Davide Casotto; Mario Mattioli; Anna Mingardi; Francesca Pavone; Roberto Profeta; Filippo Valente

Book ID: 104098600
Publisher: Elsevier Science
Year: 2011
Tongue: French
Weight: 303 KB
Volume: 52
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2010.11.039

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✦ Synopsis

A new synthetic pathway to the final compound 1-[(1S)-5 ',11'-dihydrospiro[cyclopentane-1,10'dibenzo[a,d]cyclohepten]-3-yl]-3-azetidinecarboxylic acid (1) was set up. The two preparative chiral HPLC separations needed in the first route were successfully avoided and replaced by two diastereomeric crystallizations of intermediate compounds 5 and 10.

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