Stereoselective Synthesis of 2,4-Disubstituted Thiochromans Using the ­Supported Reagent System ‘Na2CO3/SiO2-PPA/SiO2’

Abstract A simple and efficient method has been developed for the stereoselective synthesis of 2,4-disubstituted thiochromans from arylthiols and α,β-unsaturated aldehydes by using an acid- and a base-supported reagent system, Na 2 CO 3 /SiO 2 -PPA/SiO 2 . Michael addition of arylthiol to α,β-unsatu...

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Veröffentlicht in:Synlett 2007-02, Vol.2007 (3), p.0387-0390
Hauptverfasser: Aoyama, Tadashi, Okada, Kazuyuki, Nakajima, Hideaki, Matsumoto, Takuo, Takido, Toshio, Kodomari, Mitsuo
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Sprache:eng ; jpn
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Zusammenfassung:Abstract A simple and efficient method has been developed for the stereoselective synthesis of 2,4-disubstituted thiochromans from arylthiols and α,β-unsaturated aldehydes by using an acid- and a base-supported reagent system, Na 2 CO 3 /SiO 2 -PPA/SiO 2 . Michael addition of arylthiol to α,β-unsaturated aldehydes was promoted by Na 2 CO 3 /SiO 2 , and then the product was cyclized in the presence of PPA/SiO 2 .
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2007-967935