Asymmetric Synthesis of 1,2-Amino Alcohols Using (S)-Indoline Chiral Auxiliary," , , 2000, 12, 404-407

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Chiral hydrazones 1 reacted with aryl- or alkyl-lithiums at -78 degrees C in a short reaction time, within 10 min, to afford arylated or alkylated chiral hydrazines 3 with extremely high diastereoselectivity (up to >99% de) and high chemical yields. The hydrazines are readily converted to chiral amino alcohols 4. (C) 2000 Wiley-Liss,Inc.
Publisher
Wiley-Blackwell
Issue Date
2000
Language
English
Article Type
Article
Keywords

BETA-AMINO ALCOHOLS; HIGHLY DIASTEREOSELECTIVE ADDITION; GLYCOL ALDEHYDE HYDRAZONES; ORGANO-LITHIUM COMPOUNDS; ALPHA-HYDROXY ALDEHYDES; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE SYNTHESIS; (S)-INDOLINE-2-CARBOXYLIC ACID; SAMP-HYDRAZONES; PHENYLLITHIUM

Citation

CHIRALITY, v.12, no.5-6, pp.404 - 407

ISSN
0899-0042
URI
http://hdl.handle.net/10203/72607
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