期刊
ARKIVOC
卷 -, 期 -, 页码 1-9出版社
ARKAT USA INC
DOI: 10.3998/ark.5550190.0005.e01
关键词
InCl3; Me3SiCl; combination catalyst; glycals; C-glycosylation; carbon Ferrier rearrangement
InCl3 ( 2 mol%) in combination with Me3SiCl ( 20 mol%) efficiently catalyze Ferrier rearrangement in a variety of glycal derivatives with different silyl nucleophiles to afford the corresponding C-pseudoglycals or unsaturated pyrans in nearly quantitative yields. The stereoselectivity of the C-glycosides are good to excellent in favour of the alpha- anomers. A stoichiometric amount of InCl3 is necessary for similar transformations in the absence of Me3SiCl. The InCl3 can be recovered and reused without any loss of its activity.
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