Stereoselective intramolecular nicholas reaction using epoxides as nucleophiles
Crisóstomo, FR; Martín, T; Martín, VS
| HERO ID | 1071296 |
|---|---|
| In Press | No |
| Year | 2004 |
| Title | Stereoselective intramolecular nicholas reaction using epoxides as nucleophiles |
| Authors | Crisóstomo, FR; Martín, T; Martín, VS |
| Journal | Organic Letters |
| Volume | 6 |
| Issue | 4 |
| Page Numbers | 565-568 |
| Abstract | [reaction: see text] The intramolecular nucleophilic attack of the epoxides on the exo-Co(2)(CO)(6)-propargylic cations provided cyclic ethers in good yields. The use of substrates with stereochemically defined oxiranes provided polysubstituted tetrahydropyrans and oxepanes with a high degree of stereocontrol. The cyclization is sensitive to the nature of the protecting group used at the primary alcohol, the use of tert-butyl carbonates being highly effective in terms of regioselectivity and yields. |
| Doi | 10.1021/ol0363570 |
| Pmid | 14961624 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |
| Is Qa | No |