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

✍ Scribed by So Won Youn; Jun Young Choi; Yong Hae Kim

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 112 KB
Volume: 12
Category: Article
ISSN: 0899-0042
DOI: 10.1002/(sici)1520-636x(2000)12:5/6<404::aid-chir19>3.0.co;2-2

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✦ Synopsis

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.

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