Abstract
The preparation of chiral spirocyclic ethers via allylic etherification/olefin metathesis of homoallylic alcohols is investigated. This reaction sequence transforms the enantiopure substrate alcohols, synthesized by a one-pot asymmetric rhodium-catalyzed conjugate addition/metal-mediated allylation procedure, into the desired spite ethers with full conversions and in excellent isolated yields. The synthetic sequence provides an efficient means for a rapid construction of functionalized spiro ethers in a stereoselective manner. (C) 2009 Elsevier Ltd. All rights reserved.
| Original language | Undefined/Unknown |
|---|---|
| Pages (from-to) | 5305–5307 |
| Number of pages | 3 |
| Journal | Tetrahedron Letters |
| Volume | 50 |
| Issue number | 38 |
| DOIs | |
| Publication status | Published - 2009 |
| MoE publication type | A1 Journal article-refereed |
Keywords
- Allylation
- Asymmetric synthesis
- Conjugate addition
- Ring-closing metathesis
- Spirocyclic ether