Triethyl- (or trimethyl-)silyl triflate-catalyzed reductive cleavage of triphenylmethyl (trityl) ethers with triethylsilane |
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Authors: | Imagawa Hiroshi Tsuchihashi Tomoko Singh Rajesh K Yamamoto Hirofumi Sugihara Takumichi Nishizawa Mugio |
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Affiliation: | Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan. |
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Abstract: | [reaction: see text] 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 of a variety of acid-sensitive functional groups. Upon a mild acidic treatment of the crude product, the corresponding alcohol is obtained in high yield. |
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