Atıf İçin Kopyala
Tozendemir D., TANYELİ C.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, cilt.17, ss.494-503, 2021 (SCI-Expanded)
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Yayın Türü:
Makale / Tam Makale
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Cilt numarası:
17
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Basım Tarihi:
2021
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Doi Numarası:
10.3762/bjoc.17.43
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Dergi Adı:
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
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Derginin Tarandığı İndeksler:
Science Citation Index Expanded (SCI-EXPANDED), Scopus, Aquatic Science & Fisheries Abstracts (ASFA), Biotechnology Research Abstracts, Chemical Abstracts Core, Directory of Open Access Journals
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Sayfa Sayıları:
ss.494-503
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Anahtar Kelimeler:
asymmetric synthesis, bifunctional catalysis, cinchona alkaloids, organocatalysis, sulfa-Michael reaction, CONJUGATE ADDITION, ASYMMETRIC-SYNTHESIS, BIOLOGICAL-ACTIVITY, THIOLS, SULFONES, DERIVATIVES, INHIBITORS, CHALCONES, ACCESS, DESYMMETRIZATION
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Orta Doğu Teknik Üniversitesi Adresli:
Evet
Özet
Cinchona alkaloid-derived organocatalysts are widely employed in various asymmetric transformations, yielding products with high enantiopurity. In this respect, a bifunctional quinine-derived sulfonamide organocatalyst was developed to catalyze the asymmetric sulfa-Michael reaction of naphthalene-1-thiol with trans-chalcone derivatives. The target sulfa-Michael adducts were obtained with up to 96% ee under mild conditions and with a low (1 mol %) catalyst loading. Selected enantiomerically enriched sulfa-Michael addition products were subjected to oxidation to obtain the corresponding sulfones.