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A novel synthesis of α-sulfenylated aldehydes

✍ Scribed by Ae. de Groot; B.J.M. Jansen

Book ID
103397506
Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
111 KB
Volume
22
Category
Article
ISSN
0040-4039

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Enantioselective synthesis of α-sulfenyl
Enantioselective synthesis of α-sulfenylated ketones and aldehydes via α-thiolation of metalated SAMP/RAMP hydrazones
✍ Dieter Enders; Thomas Schäfer; Wolfgang Mies 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 776 KB

Asymmetric ot-sulfenylation of lithiated SAMP/RAMP hydrazoncs (3")-2 with disulfides afforded tz-thiolated hydrazones (S,R)-3 in good yields (48-87%) and high diastcreomeric excesses (91-96%). Subsequent oxidative cleavage or acidic hydrolysis of the hydrazones furnished a-thiolated ketones (R)-4a.d