Abstract
We developed the first highly regioselective synthesis of cyclic enol ethers from readily accessible acyclic alkenyl ketones or acyclic alkenyl silyl esters using ring-closing metathesis (RCM). The RCM of acyclic enol silyl ethers was examined using Tebbe reagent 5 or Grubbs catalyst 6 or 7 and successfully proceeded using the second generation Grubbs catalyst 7 to afford the corresponding cyclic enol ethers in high yield (up to 99%, two steps from alkenyl kenone). This process can be applied to syntheses of a variety of cyclic enol ethers in a highly regioselective manner.
Original language | English |
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Pages (from-to) | 8023-8027 |
Number of pages | 5 |
Journal | Tetrahedron Letters |
Volume | 42 |
Issue number | 45 |
DOIs | |
Publication status | Published - Nov 5 2001 |
Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry