Volume 12, Issue 5-6 pp. 404-407
Full Paper

Asymmetric synthesis of 1,2-amino alcohols using (S)-indoline chiral auxiliary

So Won Youn

So Won Youn

Department of Chemistry, Korea Advanced Institute of Science and Technology, Taejon, Korea

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Jun Young Choi

Jun Young Choi

Department of Chemistry, Korea Advanced Institute of Science and Technology, Taejon, Korea

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Yong Hae Kim

Corresponding Author

Yong Hae Kim

Department of Chemistry, Korea Advanced Institute of Science and Technology, Taejon, Korea

Department of Chemistry, Korea Advanced Institute of Science and Technology, 373-1, Kusong Dong, Yusong Gu, Taejon, 305-701, KoreaSearch for more papers by this author

Abstract

Chiral hydrazones 1 reacted with aryl- or alkyl-lithiums at −78°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. Chirality 12:404–407, 2000. © 2000 Wiley-Liss, Inc.

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