Nucleophilic alkenoylation of aldehydes with metalated α-aminonitriles: regioselective synthesis of α-hydroxyenones
✍ Scribed by Fabrice Pierre; Dieter Enders
- Book ID
- 104261736
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 361 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
The nucleophilic alkenoylation of protected chiral a-oxy and a-amino alkanals 3 by lithiated 1-(p-toluenesulfonyl)-2-alkenyl carbamates 2 proceeds with virtually complete stereoselectivity to form the syn-diastereoisomers of the title compounds 4. Among the reagents which accomplish the nucleophili
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