Intramolecular allylboration of γ-(ω-formylalkoxy)allylboronates for syntheses of trans- or cis-2-(ethenyl)tetrahydropyran-3-ol and 2-(ethenyl)oxepan-3-ol
スポンサーリンク
概要
- 論文の詳細を見る
3-Alkoxy-1-alkynes 4 were hydroborated with pinacolborane (HBpin) to give 3-alkoxy-1-alkenylboronates 5. The latter gave (E)-3-alkoxyallylboronates (8: (E)-(MeO)2CHCH2(CH2)nCH2OCH=CHCH2Bpin, n=1–3) when they were subjected to iridium-catalyzed isomerization of the double bond. The corresponding (Z)-isomers 10 were synthesized by nickel-catalyzed isomerization of 5. Both allylboronates underwent intramolecular allylboration leading to the formation of trans-2-(ethenyl)tetrahydropyran-3-ol or 2-(ethenyl)oxepan-3-ol from 8 and the corresponding cis-isomers from 10 in the presence of Yb(OTf)3 (20 mol%) in aqueous acetonitrile at 90°C.
- Elsevier Science Ltd.の論文
- 2003-01-20
Elsevier Science Ltd. | 論文
- Hydrogen in β-ZrNCl
- Intramolecular allylboration of γ-(ω-formylalkoxy)allylboronates for syntheses of trans- or cis-2-(ethenyl)tetrahydropyran-3-ol and 2-(ethenyl)oxepan-3-ol
- Experimental study on flammability limits of perfluorocarbons in a fluorine atmosphere
- Flammability limits of silane/perfluorocarbon/nitrogen mixtures
- Geology, petrology and tectonic setting of the Late Jurassic ophiolite in Hokkaido, Japan