期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 16, 期 44, 页码 13243-13252出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201001520
关键词
allenes cyclization; gold palladium platinum
资金
- DGI-MICINN [CTQ2009-09318]
- Comunidad Autonoma de Madrid
- UCM-BSCH [GR58/08]
- EU [S2009/PPQ-1752]
Versatile routes that lead to a variety of functionalized enantiopure tetrahydrofurans, dihydropyrans, and tetrahydrooxepines are based on chemo, regio, and stereocontrolled metal catalyzed oxycyclization reactions of beta,gamma and gamma,delta-allendiols, which were readily prepared from (R) 2,3-O-isopropylideneglyceraldehyde The application of Pd-II, Pt-II, Au-III, or La-III salts as the catalysts gives controlled access to differently sued oxacycles in enantiopure form Usually, chemoselective cyclization reactions occurred exclusively by attack of the secondary hydroxy group (except for the oxybromination of phenyl beta,gamma-allenic chols 3b and 3d) to an allenic carbon atom Regio- and stereocontrol issues are mainly influenced by the nature of the metal catalysts and substituents
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