Diverse cyclization catalyzed by In(OTf)3 for the convergent assembly of substituted tetrahydrofurans and tetrahydropyrans |
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| Authors: | Loh T P Hu Q Y Tan K T Cheng H S |
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| Affiliation: | Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543. chmlphtp@nus.edu.sg |
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| Abstract: | [reaction: see text]. A novel In(OTf)3-catalyzed (3,5) oxonium-ene type cyclization for the facile construction of various multisubstituted tetrahydrofurans and tetrahydropyrans was successfully developed. Further mechanistic investigations unveiled an In(OTf)3-catalyzed skeletal reorganization of the tetrahydrofuran to its thermodynamic isomer under thermal conditions. |
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