Abstract
A recyclable and reusable (S) diphenylpyrrolinol silyl ether I organocatalyst bearing a n-C8F17 fluorous tag has been demonstrated for promoting the asymmetric Michael addition reactions of a wide range of aldehydes with both aryl and alkyl-substituted nitroolefins and excellent levels of enantio- and diastereoselectivities are achieved. The catalyst I can be conveniently recovered by fluorous solid-phase extraction and subsequently reused (up to eight cycles) without significant loss of its catalytic activity and stereoselectivity for the process.
Original language | English (US) |
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Pages (from-to) | 5131-5134 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 47 |
Issue number | 29 |
DOIs | |
State | Published - Jul 17 2006 |
Externally published | Yes |
Keywords
- Asymmetric organocatalysis
- Diphenylpyrrolinol silyl ether
- Fluorous chemistry
- Michael addition reaction
- Nitroolefin
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry