- Triethyl- (or trimethyl-)silyl triflate-catalyzed reductive cleavage of triphenylmethyl (trityl) ethers with triethylsilane
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(Matrix presented) A triphenylmethyl (trityl) ether was reductively and instantaneously cleaved by triethylsilane in the presence of a catalytic amount of TES- (or TMS)-triflate. The reaction conditions are mild enough to achieve reduction in the presence
- Imagawa, Hiroshi,Tsuchihashi, Tomoko,Singh, Rajesh K.,Yamamoto, Hirofumi,Sugihara, Takumichi,Nishizawa, Mugio
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p. 153 - 155
(2007/10/03)
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- SYNTHESIS OF 6,6'-DIDEOXY-6,6'-DIFLUOROSUCROSE
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The chemical synthesis of 6,6'-dideoxy-6,6'-difluorosucrose was accomplished in five steps: (a) tritylation of C-6,1' and -6' of sucrose; (b) benzoylation of 6,1',6'-tri-O-tritylsucrose; (c) detritylation with mild acid; (d) fluorination at C-6 and -6' with diethylaminosulfur trifluoride (DAST); and (e) debenzoylation.The resulting compound was chromatographically pure.The structure was established by (13)C and (19)F-n.m.r. spectrometry and by elemental analysis.
- Zikopoulos, John N.,Eklund, Steven H.,Robyt, John F.
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p. 245 - 252
(2007/10/02)
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