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Synthesis 2013; 45(18): 2520-2524
DOI: 10.1055/s-0033-1338505
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Organocatalytic Synthesis of Spiro-cyclopropaneoxindoles

Artur Noole
a   Department of Chemistry, Tallinn University of Technology, Akadeemia tee 15, Tallinn 12618, Estonia
,
Andrei V. Malkov
b   Department of Chemistry, Loughborough University, Loughborough, LE11 3TU, UK   Fax: +3726202828   Email: kanger@chemnet.ee
,
Tõnis Kanger*
a   Department of Chemistry, Tallinn University of Technology, Akadeemia tee 15, Tallinn 12618, Estonia
› Author Affiliations
Further Information

Publication History

Received: 23 May 2013

Accepted after revision: 21 June 2013

Publication Date:
23 July 2013 (online)

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Abstract

Straightforward cascade reactions for the synthesis of spiro-cyclopropaneoxindoles are described. The target compounds are obtained in high yields and in good enantio- and diastereoselectivities via hydrogen bonding or iminium catalysis.

Key words

spiro compounds - organocatalysis - oxindoles - 3-chlorooxindoles - asymmetric synthesis

Supporting Information

    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
  • Supporting Information
 

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