Stereoselective epoxidation of 4-deoxypentenosides: a polarized-pi model |
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| Authors: | Cheng Gang Boulineau Fabien P Liew Siong-Tern Shi Qicun Wenthold Paul G Wei Alexander |
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| Affiliation: | Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA. |
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| Abstract: | The high facioselectivity in the epoxidation of 4-deoxypentenosides (4-DPs) by dimethyldioxirane (DMDO) correlates with a stereoelectronic bias in the 4-DPs' ground-state conformations, as elucidated by polarized-pi frontier molecular orbital (PPFMO) analysis. |
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