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Pyrrolidine-Camphor Derivative as an Organocatalyst for Asymmetic Michael Additions of α,α-Disubstituted Aldehydes to β-Nitroalkenes: Construction of Quaternary Carbon-Bearing Aldehydes under Solvent-Free Conditions

✍ Scribed by Chihliang Chang; Ssu-Hsien Li; Raju Jannapu Reddy; Kwunmin Chen

Publisher: John Wiley and Sons
Year: 2009
Tongue: English
Weight: 184 KB
Volume: 351
Category: Article
ISSN: 1615-4150
DOI: 10.1002/adsc.200800771

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✦ Synopsis

Abstract

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A novel pyrrolidine‐camphor organocatalyst 3 was designed, synthesized and proven to be an efficient catalyst for the asymmetric Michael reaction. Treatment of α,α‐disubstituted aldehydes with β‐nitroalkenes in the presence of 20 mol% organocatalyst 3 and 20 mol% benzoic acid under solvent‐free conditions provided the desired Michael product possessing an all‐carbon quaternary center with high chemical yields (up to 99% yield) and high levels of enantioselectivities (up to 95% ee).

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ChemInform Abstract: Pyrrolidine-Camphor

ChemInform Abstract: Pyrrolidine-Camphor Derivative as an Organocatalyst for Asymmetric Michael Additions of α,α-Disubstituted Aldehydes to β-Nitroalkenes: Construction of Quaternary Carbon-Bearing Aldehydes under Solvent-Free Conditions.

✍ Chihliang Chang; Ssu-Hsien Li; Raju Jannapu Reddy; Kwunmin Chen 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

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