Abstract
Treatment of RCH(OMEM)CFBr2 with n-BuLi at -130°C in the presence of 4-heptanone gives the corresponding adduct diastereoselectively. The stereochemical outcome is explained in terms of the chelation between lithium and oxygen atoms of the MEM group. Starting with 2-phenylpropanal, a product is produced highly selectively containing three contiguous stereocenters including a -CFBr- moiety.
Original language | English |
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Pages (from-to) | 7387-7390 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 37 |
Issue number | 41 |
DOIs | |
Publication status | Published - Oct 7 1996 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry