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Regiospecificity was determined by comparing the corresponding reactions of furfuryl alcohols with different protecting groups and studying their stereochemistry by NMR spectroscopic methods. When TBS protection was used, a mixture of isomers was formed; however, with a PMB protecting group, only one regioisomer was synthesized, see: Nelson, W. L, Allen, D. R. Heterocycl. Chem. 1972, 9, 561
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Regiospecificity was determined by comparing the corresponding reactions of furfuryl alcohols with different protecting groups and studying their stereochemistry by NMR spectroscopic methods. When TBS protection was used, a mixture of isomers was formed; however, with a PMB protecting group, only one regioisomer was synthesized, see: Nelson, W. L.; Allen, D. R. Heterocycl. Chem. 1972, 9, 561.
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60
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2O. However, a prolonged reaction time with Pd/C also resulted in the saturated PMB-deprotected product.
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2O. However, a prolonged reaction time with Pd/C also resulted in the saturated PMB-deprotected product.
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62
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For applications and modified procedures, see: b
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See also ref. 14a
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(g) See also ref. 14a.
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44049084921
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2;
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2;
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44049087752
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2O;
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2O;
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71
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44049106303
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2.
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2.
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72
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20844459615
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Molecules with a similar core including an epoxide moiety were found to be biologically active, see
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Molecules with a similar core including an epoxide moiety were found to be biologically active, see: Mazitschek, R.; Huwe, A.; Giannis, A. Org. Biomol. Chem. 2995, 3, 2150.
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1,2-Asymmetric syn reduction was achieved by following a known protocol used for the stereoselective reduction of β-hydroxy ketone, see: Narasaka, K.; Pai, F.-C. Tetrahedron 1984, 40, 2233.
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1,2-Asymmetric syn reduction was achieved by following a known protocol used for the stereoselective reduction of β-hydroxy ketone, see: Narasaka, K.; Pai, F.-C. Tetrahedron 1984, 40, 2233.
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