Titanium tetrachloride mediated reductive ring opening of C-aryl pseudoglycals |
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| Authors: | Ch Raji Reddy G Balakrishna Reddy Ch Lohitha Rao |
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| Institution: | Diversity Oriented Synthesis Laboratory, Organic Division-I, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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| Abstract: | A facile reductive ring opening of C-aryl pseudoglycals is reported for the first time. The combination of titanium tetrachloride (Lewis acid) and triethylsilane (reducing agent) at −78 °C in dichloromethane is a mild and efficient reagent system for this transformation. The reagent system was successfully tested on various C-aryl pseudoglycal substrates to yield the corresponding ring opened products containing two asymmetric hydroxyls and a cis-double bond. |
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| Keywords: | Titanium tetrachloride Aryl pseudoglycal Reductive ring opening Triethylsilane |
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