Jump to main content
Jump to site search

Issue 25, 2014
Previous Article Next Article

Organocatalytic enantioselective construction of multi-functionalized spiro oxindole dienes

Author affiliations

Abstract

A diastereo- and enantio-selective domino Michael-cyclization–tautomerization reaction of isatylidene malononitriles with α,α-dicyanoalkenes catalyzed by a cinchona alkaloid-derived bifunctional thiourea catalyst has been developed. A series of multi-functionalized spiro oxindole diene derivatives have been obtained in good to excellent yields (up to 97%) with good to excellent enantioselectivities (up to 96%) as well as good diastereoselectivities (up to 7.9 : 1). In addition, an anomalous temperature effect on the enantioselectivity has also been studied for this transformation.

Graphical abstract: Organocatalytic enantioselective construction of multi-functionalized spiro oxindole dienes

Back to tab navigation

Supplementary files

Publication details

The article was received on 12 Mar 2014, accepted on 26 Apr 2014 and first published on 29 Apr 2014


Article type: Paper
DOI: 10.1039/C4OB00545G
Citation: Org. Biomol. Chem., 2014,12, 4372-4385
  •   Request permissions

    Organocatalytic enantioselective construction of multi-functionalized spiro oxindole dienes

    X. Huang, Y. Zhang, Z. Qi, N. Li, Z. Geng, K. Li and X. Wang, Org. Biomol. Chem., 2014, 12, 4372
    DOI: 10.1039/C4OB00545G

Search articles by author

Spotlight

Advertisements