Synthesis of gamma-methylene oxacycles and alpha- and beta-alkylidene lactones via silicon-assisted ring opening of cyclopropyl carbinols |
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| Authors: | Yadav Veejendra K Balamurugan Rengarajan |
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| Affiliation: | Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India. vijendra@iitk.ac.in |
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| Abstract: | Cyclopropyl carbinols bearing a (tert-butyldiphenylsilyl)methyl substituent undergo silicon-assisted regioselective ring cleavage and the resulting beta-silyl carbocation is intramolecularly trapped with hydroxy and ester functions to generate gamma-methylene oxacycles and alpha- and beta-alkylidene lactones without the cleavage of the silicon function. |
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