Sodium borohydride: A versatile reagent in the reductive N-monoalkylation of α-amino acids and α-amino methyl esters
✍ Scribed by Verardo, Giancarlo; Geatti, Paola; Pol, Elena; Giumanini, Angelo G
- Book ID
- 111950914
- Publisher
- NRC Research Press
- Year
- 2002
- Tongue
- French
- Weight
- 97 KB
- Volume
- 80
- Category
- Article
- ISSN
- 0008-4042
- DOI
- 10.1139/v02-083
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Selective N-monoalkylation of a-amino esters with activated alkyl bromides was studied using various alkali or alkali earth metal bases. In the production of N-monoalkylated amino ester derivatives and suppression of N,N-dialkylation, lithium hydroxide was more effective than any other alkali or alk
When treated with sodium borohydride in boiling acetonitril¢, cx-amino oximes are transformed to the corresponding ¢0-anuno nitriles in 31-87% yield. Easily available a-amino oximes with cyclohexane, methylcyclohaxene, p-menthane, carane, pinane, and caryophyllane carbon skeletons are tested. The re
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