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Synthetic Communications: An International Journal for Rapid Communication of Synthetic Organic Chemistry

Volume 35, Issue 17, 2005

Stereoselective Synthesis of α,α′‐Spirane‐Bridged Dibenzyl Ligands

Stereoselective Synthesis of α,α′‐Spirane‐Bridged Dibenzyl Ligands

DOI:
10.1080/00397910500186250
Guixian Hua, Christian Rømminga & Kjell Undheima*

pages 2277-2288

Available online: 18 Aug 2006

Abstract

Benzylation in the α,α′‐positions in the benzospirane, 2,2′‐spirobiindane in a cis,cis manner has been effected from the corresponding diketone. Initial Grignard reactions and subsequent water elimination provided a stereoisomeric mixture of α,α′‐alkylidene intermediates, which were stereoselectively hydrogenated to cis,cis‐dibenzyl derivatives. The structure of intermediates in the reaction sequence has been ascertained by X‐ray analyses.

Keywords

 

Details

  • Citation information:
  • Available online: 18 Aug 2006

Author affiliations

  • a Department of Chemistry, University of Oslo, Oslo, Norway

Journal news

  • 2010 Impact Factor: 0.937 (© 2011 Thomson Reuters, 2010 Journal Citation Reports®)

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