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Synthesis of novel chiral quaternary phosphonium salts with a multiple hydrogen-bonding site, and their application to asymmetric phase-transfer alkylation

✍ Scribed by Kei Manabe

Book ID: 104208932
Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 771 KB
Volume: 54
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(98)00899-0

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✦ Synopsis

Chiral phosphonium salts having two NI-I and two OH groups as hydrogen-bond donors have been synthesized as novel phase-transfer catalysts, and used for asymmetric alkylation of J~-keto esters to give the corresponding products with up to 50% ¢e.

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ChemInform Abstract: Synthesis of Novel

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✍ Kei Manabe 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 215 KB

A chiral phosphonium salt has been synthesized as a novel phase-transfer catalyst, and used for asymmetric benzylation of t-butyl 2-oxocyclopentanecarboxylate to give the corresponding product with up to 50% ee.

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Asymmetric Phase-Transfer Alkylation Catalyzed by a Chiral Quaternary Phosphonium Salt with a Multiple Hydrogen-Bonding Site. -The chiral phosphonium salt (II) is synthesized and used as a phase-transfer catalyst in the asymmetric benzylation of (III). Under the same conditions, a phosphonium salt