Baricordi, Nikla, Benetti, Simonetta, Bertolasi, Valerio , De Risi, Carmela, Pollini, Gian P., Zamberlan, Francesco and Zanirato, Vinicio (2012) 1,4-Dithiane-2,5-diol as an efficient synthon for a straightforward synthesis of functionalized tetrahydrothiophenes via sulfa-Michael/aldol-type reactions with electrophilic alkenes. Tetrahedron, 68 (1). pp. 208-213. ISSN 0040-4020
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| Item Type: | Article |
|---|---|
| Item Status: | Live Archive |
Abstract
One-pot’ tandem reactions of commercially available 1,4-dithiane-2,5-diol (the dimer of mercaptoacetaldehyde)
with electrophilic alkenes resulted in the facile formation of substituted tetrahydrothiophene
derivatives. Thus, sulfa-Michael/Henry and sulfa-Michael/aldol sequences provided polysubstituted
tetrahydrothiophenes using in situ generated nitroalkenes and a,b-unsaturated carbonyl compounds as
the electrophilic partners of mercaptoacetaldehyde dimer, respectively.
| Keywords: | organic chemistry, organic synthesis, heterocycles, sulfur |
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| Subjects: | F Physical Sciences > F151 Pharmaceutical Chemistry F Physical Sciences > F160 Organic Chemistry F Physical Sciences > F150 Medicinal Chemistry |
| Divisions: | College of Science > School of Chemistry |
| Related URLs: | |
| ID Code: | 30365 |
| Deposited On: | 09 Mar 2018 12:22 |
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