Organocatalyzed Enantioselective Synthesis of Quaternary Carbon‐Containing Isoindolin‐1‐ones
書誌事項
- 公開日
- 2011-04-12
- 権利情報
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- http://onlinelibrary.wiley.com/termsAndConditions#vor
- DOI
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- 10.1002/ejoc.201100163
- 公開者
- Wiley
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説明
<jats:title>Abstract</jats:title><jats:p>3,3′‐Triphenylsilyl‐substituted (<jats:italic>S</jats:italic>)‐BINOL‐based (1,1′‐bi‐2‐naphthol) phosphoric acid has proven to be an effective organocatalyst for the asymmetric Friedel–Crafts alkylation of indoles with 3‐substituted 3‐hydroxyisoindolin‐1‐ones, affording the corresponding quaternary carbon‐containing 3,3‐disubstituted isoindolin‐1‐ones in good yields (up to 99 %) with good to excellent enantioselectivities (up to 95 % <jats:italic>ee</jats:italic>). The optical purity of the product was further improved after a single recrystallization. This protocol provides a convenient method for the catalytic asymmetric synthesis of valuable 3,3‐disubstituted isoindolin‐1‐ones in high yields and enantioselectivities.</jats:p>
収録刊行物
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- European Journal of Organic Chemistry
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European Journal of Organic Chemistry 2011 (16), 3060-3066, 2011-04-12
Wiley