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ChemInform Abstract: Deracemization of anti-1,2-Diols Leading to trans-Epoxides via Oxazaborolidine-Mediated Enantiomer-Differentiating Ring-Cleavage of Acetal Derivatives.

✍ Scribed by Toshiro Harada; Tomohito Nakamura; Motoharu Kinugasa; Akira Oku

Publisher: John Wiley and Sons
Year: 2010
Weight: 30 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199918093

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✦ Synopsis

Deracemization of anti-1,2-Diols Leading to trans-Epoxides via Oxazaborolidine-Mediated Enantiomer-Differentiating Ring-Cleavage of Acetal Derivatives. -An enantioconvergent transformation of racemic anti-1,2-diols (I) and (V) to enantiomerically enriched trans epoxides (IV) and (VII), resp., is realized via chiral oxazaborolidine-mediated enantiomerdifferentiating ring cleavage reaction of the acetal derivatives (III) and (VI).

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ChemInform Abstract: Desymmetrization of meso-1,2-Diols via Chiral Oxazaborolidine-Mediated Ring-Cleavage of Acetal Derivatives with Silyl Ketene S,O-Acetal.

✍ M. KINUGASA; T. HARADA; A. OKU 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 41 KB

Desymmetrization of meso-1,2-Diols via Chiral Oxazaborolidine-Mediated Ring-Cleavage of Acetal Derivatives with Silyl Ketene S,O-Acetal. -The desymmetrization of a variety of meso-1,2-diols is readily achieved by chiral oxazaborolidine-mediated enantioselective ring cleavage of acetals of type syn-