Diastereoselective syntheses via Prins cyclization, crystal structures determination and theoretical studies of cis-2,6-diphenyl-4-hydroxytetrahydropyran and analogues
► Diastereoselective syntheses of tetrahydropyran derivatives via Prins cyclization. ► Determination of crystal structures and its crystals packing features. ► Theoretical study using density functional theory (M06-2X/6-311++G**). We report in this article the diastereoselective syntheses of tetrahy...
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| Published in | Journal of molecular structure Vol. 1036; pp. 478 - 487 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
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Elsevier B.V
27.03.2013
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| Abstract | ► Diastereoselective syntheses of tetrahydropyran derivatives via Prins cyclization. ► Determination of crystal structures and its crystals packing features. ► Theoretical study using density functional theory (M06-2X/6-311++G**).
We report in this article the diastereoselective syntheses of tetrahydropyranyl derivatives 1–5, its cis configurational ascertainment by spectroscopy and finally the crystal structures determination that unequivocally shows the 1–5 configurations and its crystals packing features. Besides that, we have developed a theoretical study using density functional theory (M06-2X/6-311++G**) to obtain the 1–5 optimized molecular geometries in gas phase. |
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| AbstractList | We report in this article the diastereoselective syntheses of tetrahydropyranyl derivatives 1–5, its cis configurational ascertainment by spectroscopy and finally the crystal structures determination that unequivocally shows the 1–5 configurations and its crystals packing features. Besides that, we have developed a theoretical study using density functional theory (M06-2X/6-311++G**) to obtain the 1–5 optimized molecular geometries in gas phase. ► Diastereoselective syntheses of tetrahydropyran derivatives via Prins cyclization. ► Determination of crystal structures and its crystals packing features. ► Theoretical study using density functional theory (M06-2X/6-311++G**). We report in this article the diastereoselective syntheses of tetrahydropyranyl derivatives 1–5, its cis configurational ascertainment by spectroscopy and finally the crystal structures determination that unequivocally shows the 1–5 configurations and its crystals packing features. Besides that, we have developed a theoretical study using density functional theory (M06-2X/6-311++G**) to obtain the 1–5 optimized molecular geometries in gas phase. |
| Author | Vasconcellos, M.L.A.A. Martins, F.T. Silva, F.P.L. Sabino, J.R. |
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| Cites_doi | 10.1107/S0021889897003117 10.1016/j.bmcl.2003.12.075 10.1021/jo001136i 10.1107/S0021889899006020 10.1007/s00214-007-0310-x 10.1590/S0100-40422006000400035 10.1002/hlca.19970800209 10.1021/ja046972e 10.1002/hlca.200890143 10.1021/cr00005a013 10.1103/PhysRev.140.A1133 10.1074/jbc.M513684200 10.1002/anie.201002809 10.1021/ja025902+ 10.1007/s11030-009-9202-4 10.3390/md8030763 10.1107/S002188980600731X 10.1107/S0108767307043930 10.1016/j.tet.2009.10.069 10.1016/j.molstruc.2012.04.051 |
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| SubjectTerms | crystal structure Crystal structures determination crystals DFT Diastereoselective synthesis gases Prins cyclization reaction spectroscopy Tetrahydropyranyl derivatives |
| Title | Diastereoselective syntheses via Prins cyclization, crystal structures determination and theoretical studies of cis-2,6-diphenyl-4-hydroxytetrahydropyran and analogues |
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