期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 130, 期 50, 页码 16838-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja8062887
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资金
- MEC [CTQ2005-02193/BQU]
- DIUE [2005SGR225]
- Consolider Ingenio [CSD2006-0003]
- ICIQ Foundation
Enantiomerically pure aryl and benzyl glycidyl ethers undergo stereospecific cyclizations leading to 3-chromanols or to tetrahydrobenzo[c]oxepin-4-ols under mild conditions in the presence of a catalytic amount of FeBr3/3AgOTf. The same processes are also mediated, albeit in a much less efficient manner, by AuCl3/3AgOTf. The set of active mediators in this group of processes (BF3.Et2O, FeBr3, FeBr3/3AgOTf, AuCl3,/3AgOTf) shows its nature as Friedel-Crafts reactions and disfavors the intermediacy of arylgold species.
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