Abstract
We report a new reaction for the direct construction of O,S-acetals, key intermediates in the assembly of fused polycyclic ethers. α- Fluorosulfides and secondary alcohols were coupled by the action of Yb(OTf) 3 to generate O,S-acetals in high yield. The neutral and selective nature of the reaction should be useful for synthesizing natural and artificial polyethers with multisensitive functionalities.
Original language | English |
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Pages (from-to) | 2053-2056 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 45 |
Issue number | 10 |
DOIs | |
Publication status | Published - 2004 Mar 1 |
Keywords
- Ciguatoxin
- Convergent synthesis
- Nucleophilic addition
- O,S-Acetal
- Polyether
- α-Fluorosulfide
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry