Communication

Convergent Preparation of Enantiomerically Pure Polyalkylated Cyclopropane Derivatives†

  1. Adi Abramovitch1,
  2. Louis Fensterbank Prof. Dr.2,
  3. Max Malacria Prof. Dr.2,
  4. Ilan Marek Prof. Dr.1

Article first published online: 25 JUL 2008

DOI: 10.1002/anie.200802093

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 47, Issue 36, pages 6865–6868, August 25, 2008

Additional Information

How to Cite

Abramovitch, A., Fensterbank, L., Malacria, M. and Marek, I. (2008), Convergent Preparation of Enantiomerically Pure Polyalkylated Cyclopropane Derivatives. Angew. Chem. Int. Ed., 47: 6865–6868. doi: 10.1002/anie.200802093

Author Information

  1. 1

    Contribution from the Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry and the Lise Meitner-Minerva Center for Computational Quantum Chemistry, Technion-Israel Institute of Technology, 32 000 Haifa (Israel), Fax: (+972) 4-829-3709

  2. 2

    Laboratoire de Chimie Organique, Universite Pierre et Marie Curie–Paris 6, 4 Place Jussieu, 75005 Paris (France)

  1. †

    The authors thank the Israel Science Foundation administrated by the Israel Academy of Sciences and Humanities (grant N0 459/04). I.M. is holder of the Sir Michael and Lady Sobell Academic Chair.

Publication History

  1. Issue published online: 20 AUG 2008
  2. Article first published online: 25 JUL 2008
  3. Manuscript Received: 5 MAY 2008

Funded by

  • Israel Science Foundation
  • Israel Academy of Sciences and Humanities. Grant Number: 459/04

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Keywords:

  • alkylation;
  • asymmetric synthesis;
  • cyclopropane;
  • lithium
Thumbnail image of graphical abstract

Crossroads: Selective sulfoxide/lithium exchange reactions lead to the unique preparation of diastereo- and enantiomerically pure polyalkylated cyclopropanes (see scheme). This reaction allows the independent formation of both diastereoisomers from a common starting material.

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