Abstract
An efficient synthesis of tetrasubstituted furans was achieved from the corresponding α,β-unsaturated ketone derivatives, acid chlorides, and Bu3P in the presence of Et3N via a chemoselective intramolecular Wittig reaction as the key step. The presence of an additional electron-withdrawing group in the α-position of Michael acceptors controlled the chemoselectivities of presumable phosphorus ylides in the intramolecular Wittig reactions, and their mechanisms were also investigated by DFT calculations.
Original language | English |
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Pages (from-to) | 5156-5161 |
Number of pages | 6 |
Journal | Organic and Biomolecular Chemistry |
Volume | 11 |
Issue number | 31 |
DOIs | |
Publication status | Published - 2013 Aug 21 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry