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Assembly of spirooxindole derivatives containing four consecutive stereocenters via organocatalytic michael-henry cascade reactions

Academic Article
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Overview

related to degree

  • Albertshofer, Klaus, Ph.D. in Chemistry, Scripps Research 2007 - 2013

authors

  • Albertshofer, Klaus
  • Tan, B.
  • Barbas III, Carlos

publication date

  • April 2012

journal

  • Organic Letters  Journal

abstract

  • A novel organocatalytic strategy for the synthesis of highly substituted spirocyclopentaneoxindoles was developed employing simple nitrostyrenes and 3-substituted oxindoles as starting materials. Michael-Henry cascade reactions, enabled through cinchona alkaloid organocatalysis, provided products in high yield and excellent enantioselectivity in a single step.

subject areas

  • Catalysis
  • Cyclization
  • Indoles
  • Molecular Structure
  • Spiro Compounds
  • Stereoisomerism
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol300441z

PubMed ID

  • 22436132
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Additional Document Info

start page

  • 1834

end page

  • 1837

volume

  • 14

issue

  • 7

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