Enantioselective S−H Insertion Reactions of α‐Carbonyl Sulfoxonium Ylides

The first example of enantioselective S−H insertion reactions of sulfoxonium ylides is reported. Under the influence of thiourea catalysis, excellent levels of enantiocontrol (up to 95 % ee) and yields (up to 97 %) are achieved for 31 examples in S−H insertion reactions of aryl thiols and α‐carbonyl...

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Veröffentlicht in:Angewandte Chemie International Edition 2020-09, Vol.59 (36), p.15554-15559
Hauptverfasser: Momo, Patrícia B., Leveille, Alexandria N., Farrar, Elliot H. E., Grayson, Matthew N., Mattson, Anita E., Burtoloso, Antonio C. B.
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Sprache:eng
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Zusammenfassung:The first example of enantioselective S−H insertion reactions of sulfoxonium ylides is reported. Under the influence of thiourea catalysis, excellent levels of enantiocontrol (up to 95 % ee) and yields (up to 97 %) are achieved for 31 examples in S−H insertion reactions of aryl thiols and α‐carbonyl sulfoxonium ylides. The first enantioselective S−H insertion reaction of α‐carbonyl sulfoxonium ylides was developed under thiourea catalysis. Up to 95 % ee and 97 % isolated yields were obtained in 31 examples.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.202005563