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Direct asymmetric α-hydroxylation of β-hydroxyketones

✍ Scribed by Margus Lopp; Anne Paju; Tõnis Kanger; Tõnis Pehk

Book ID: 104257458
Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 222 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)01102-7

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✦ Synopsis

AbstracL Direct oxidation of racemic 13-hydroxyketones I a-c under Sharpless oxidation conditions resulted in the enantiomeric ct,13-dihydroxyketones 2a in 97% ee, 2b in 86% ee and 2c in 95% ee respectively, in 37-58% of isolated yield. The oxidation is assumed to proceed via an allylic enolate intermediate.

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