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Synthesis 2016; 48(08): 1131-1138
DOI: 10.1055/s-0035-1560412
DOI: 10.1055/s-0035-1560412
paper
Asymmetric Synthesis of Spiro Tetrahydrothiophene-indan-1,3-diones via a Squaramide-Catalyzed Sulfa-Michael/Aldol Domino Reaction
Further Information
Publication History
Received: 01 February 2016
Accepted after revision: 02 February 2016
Publication Date:
15 February 2016 (online)
Abstract
A new asymmetric domino sulfa-Michael/aldol reaction of 2-arylidene-1,3-indandiones with 1,4-dithiane-2,5-diol catalyzed by a sub-mol% loading of a squaramide provides a direct access to tetrahydrothiophene bearing spiro indane-1,3-dione derivatives in excellent yields and good stereoselectivities.
Supporting Information
- Supporting information for this article is available online http://dx.doi.org/10.1055/s-0035-1560412. Included are copies of the 1H and 13C NMR spectra 3a–j, 3a′, 3j′ and 4, NOSEY of 3a′ and 4a, and HPLC data of 3a′–j′, and CD measurement data.
- Supporting Information
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For selected reviews on organocatalytic domino/cascade reactions, see:
For reviews on squaramide catalysts, see:
For a recent review, see:
For recent asymmetric syntheses, see:
For recent non-enantioselective syntheses, see:
For initial non-enantioselective syntheses, see:
For stereoselective reactions, see: