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Molecular mechanics-assisted crystal engineering of solid state photoreactions: application to the Yang photocyclization of α-1-norbornylacetophenone derivatives |
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| Authors: | Mark Botoshansky Menahem Kaftory Brian O. Patrick Keyan Wang |
| Affiliation: | a Department of Chemistry, Technion, Haifa 32000, Israel b Department of Chemistry G. Ciamician, University of Bologna, 40126 Bologna, Italy c Department of Chemistry, University of British Columbia, Vancouver, BC, Canada V6T 1Z1 |
| Abstract: | Based on molecular mechanics, Yang photocyclization of α-1-norbornylacetophenone derivatives in the crystalline state was engineered through methylation adjacent to the carbonyl group, thus changing the conformation in the crystal and leading to enhanced diastereo- and enantioselectivity. |
| Keywords: | Crystal engineering Solid state photochemistry Asymmetric induction Yang photocyclization X-ray crystallography Ionic chiral auxiliaries |
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