Abstract
(equation presented) p-Toluenesulfinate addition to 1-hydroxybut-3-ynyliodonium ethers triggers a sequence of reactions which ultimately delivers 2-substituted-3-p-toluenesulfonyldihydrofuran products along with 3-p-toluenesulfonyldihydrofuran as a major byproduct. A putative 1,2-alkyl shift within an unsaturated oxonium ylide (Stevens rearrangement) accounts for the oxygen-to-carbon transfer of the alkyl group.
Original language | English (US) |
---|---|
Pages (from-to) | 2603-2605 |
Number of pages | 3 |
Journal | Organic Letters |
Volume | 2 |
Issue number | 17 |
DOIs | |
State | Published - Aug 24 2000 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry