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Synlett 1997; 1997(5): 612-614
DOI: 10.1055/s-1997-3218
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Stereoselective Routes to Densely Functionalized cis-Hydrindanes: Synthetic Intermediates for Reserpine

Goverdhan Mehta* , D. Srinivasa Reddy
  • *Molecular Design and Synthesis Laboratory of JNCASR and School of Chemistry, University of Hyderabad, Hyderabad 500 046, India, Fax: 91-40-3010367; E-mail: gmchem@uohyd.ernet.in
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Publication Date:
31 December 2000 (online)

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A new approach to functionally embellished cis-hydrindane derivative 20, embodying the complete stereochemical pattern of ring-E of reserpine, from a readily available tricyclo[5.2.1.02,6]decan-10-one precursor via Haller-Bauer cleavage is described.

Haller-Bauer cleavage - Reserpine - E-ring intermediate - cis-hydrindane synthesis