Abstract
A new, fluorous-tagged chiral auxiliary has been developed for the asymmetric, SmI2-mediated coupling of aldehydes and α,β-unsaturated esters. γ-Butyrolactones are obtained in moderate to good isolated yield and in high enantiomeric excess. The fluorous tag allows the auxiliary to be conveniently recovered by fluorous solid-phase extraction (FSPE) and reused.
Original language | English |
---|---|
Pages (from-to) | 11876-11883 |
Number of pages | 8 |
Journal | Tetrahedron |
Volume | 64 |
Issue number | 52 |
DOIs | |
Publication status | Published - 22 Dec 2008 |
Externally published | Yes |
Keywords
- Samarium
- Radicals
- Asymmetric
- Fluorous
- Lactones
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry