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- W2950062609 abstract "Abstract Pyranosidic allylic (Ferrier) cations that share dicobalt hexacarbonyl propargyl (Nicholas) stabilization at C -1, can be easily generated by treatment of hexacarbonyldicobalt alkynyl glycals with BF 3 ·OEt 2 , and display a remarkable reactivity leading to a variety of products. The substituent at O -6 in these glycals plays a pivotal role in directing the outcome of the transformations. Accordingly, 6- O -benzyl or 6- O -allyl groups cause a series of transformations resulting in the stereoselective formation of oxepanes through a process that involves an initial hydride transfer step from the allyl or benzyl substituent to the Ferrier–Nicholas cation. On the contrary, 6-OH derivatives undergo an overall ring contraction to branched tetrahydrofuran derivatives. 6- O -Silyl derivatives, in the presence of heteroaryl nucleophiles, were transformed into C -3 branched bis- C - C -glycosides, containing two of such molecules." @default.
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- W2950062609 date "2014-09-19" @default.
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- W2950062609 title "Ferrier–Nicholas pyranosidic cations: application to diversity-oriented synthesis" @default.
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- W2950062609 doi "https://doi.org/10.1515/pac-2014-0402" @default.
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