Abstract
Gold(i)-catalysed addition of alcohols to 3,3-disubstituted cyclopropenes occurs in a highly regioselective and facile manner to produce alkyl tert-allylic ethers in good yields. The reaction is tolerant of sterically hindered substituents on the cyclopropene as well as primary and secondary alcohols as nucleophiles. In this full article, we report on the substrate scope and plausible mechanism, as well as the regioselectivity issues arising from subsequent gold(i)-catalysed isomerisation of tertiary to primary allylic ethers. © 2010 The Royal Society of Chemistry.
| Original language | English |
|---|---|
| Pages (from-to) | 4090-4095 |
| Number of pages | 6 |
| Journal | Organic and Biomolecular Chemistry |
| Volume | 8 |
| Issue number | 18 |
| DOIs | |
| Publication status | Published - 21 Sept 2010 |