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Soc."},{"key":"10.1016\/S0957-4166(01)00079-9_BIB10","doi-asserted-by":"crossref","first-page":"721","DOI":"10.1055\/s-1998-1765","author":"Enders","year":"1998","journal-title":"Synlett"},{"key":"10.1016\/S0957-4166(01)00079-9_BIB11","doi-asserted-by":"crossref","first-page":"2207","DOI":"10.1016\/0957-4166(96)00272-8","volume":"7","author":"Adam","year":"1996","journal-title":"Tetrahedron: Asymmetry"},{"key":"10.1016\/S0957-4166(01)00079-9_BIB12","doi-asserted-by":"crossref","first-page":"9253","DOI":"10.1016\/S0040-4039(96)02136-3","volume":"37","author":"Master","year":"1996","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/S0957-4166(01)00079-9_BIB13","unstructured":"(+)-(1R)-endo-2-Benzonorbornenyl acetate (+)-5[\u03b1]D +110.0 (c 1, CHCl3). IR (NaCl): 2972, 2870, 1738, 1469, 1441, 1374, 1243, 1191, 1038, 755 cm\u22121. 1H NMR (CDCl3): 1.04\u20131.10 (d\u00d7t, 1H, J3endo\u20133exo=12.81 Hz, J3endo\u20132exo=3.30 Hz, 3endo-H), 1.70\u20131.73 (d\u00d7t, 1H, Jd=9.50 Hz, Jt=1.23 Hz, 9-H), 1.83 (s, 3H, CH\u03313CO), 1.83\u20131.89 (m, 1H, 9-H), 2.34\u20132.43 (d\u00d7d\u00d7d, 1H, J3exo\u20133endo=12.81 Hz, J3exo\u20132exo=9.06 Hz, J3exo\u20134=4.10 Hz, 3exo-H), 3.32\u20133.33 (d, 1H, J=3.34 Hz, 1-H), 3.63\u20133.66 (d\u00d7d, 1H, J4\u20133exo=3.66 Hz, J=0.81 Hz, 4-H), 5.34\u20135.40 (d\u00d7d\u00d7d, 1H, J2exo\u20133exo=9.06 Hz, J=4.01 Hz, J=3.16 Hz, 2exo-H), 7.10\u20137.23 (m, 4H, ArH). 13C NMR (CDCl3): 21.41 (C\u0331H3C(O)), 36.02 (C-3), 43.78 (C-4), 48.17 (C-1), 48.62 (C-9), 74.73 (C-2), 120.79 (C-5), 123.81 (C-8), 126.06 (C-7), 126.67 (C-6), 142.99 (C-8a), 148.65 (C-4a), 171.64 (C(O)). Anal. calcd for C13H14O2: C, 77.20; H, 6.98. Found: C, 77.47; H, 6.69%."},{"key":"10.1016\/S0957-4166(01)00079-9_BIB14","unstructured":"(\u2212)-(1S)-endo-2-Benzonorbornenol (\u2212)-6[\u03b1]D \u221282.80 (c 1, CHCl3). Mp 92\u201394\u00b0C (hex.). IR (NaCl): 3260, 3015, 2952, 1458, 1293, 1117, 1048, 952, 754 cm\u22121. 1H NMR (CDCl3): 0.71\u20130.79 (d\u00d7t, 1H, J3endo\u20133exo=12.75 Hz, J3endo\u20132exo=3.28 Hz, 3endo-H), 1.57\u20131.62 (d\u00d7t, 1H, Jd=9.30 Hz, Jt=1.34 Hz, 9-H), 1.76\u20131.83 (d\u00d7quint, 1H, J=9.30, 1.85 Hz, 9-H), 2.23\u20132.34 (d\u00d7d\u00d7d, 1H, J3exo\u20133endo=12.75 Hz, J3exo\u20132exo=8.87 Hz, J3exo\u20134=4.19 Hz, 3exo-H), 3.21\u20133.22 (d, 1H, J=2.37 Hz, 1-H), 3.32\u20133.34 (d\u00d7d, 1H, J4\u20133exo=4.19 Hz, J=1.10 Hz, 4-H), 4.49\u20134.55 (d\u00d7d\u00d7d, 1H, J2exo\u20133exo=8.87 Hz, J=4.05 Hz, J=2.95 Hz, 2exo-H), 7.03\u20137.24 (m, 4H, ArH). 13C NMR (CDCl3): 39.70 (C-3), 44.26 (C-4), 48.74 (C-9), 50.76 (C-1), 71.98 (C-2), 121.15 (C-5), 124.62 (C-8), 126.20 (C-7), 127.20 (C-6), 141.82 (C-8a), 149.76 (C-4a). Anal. calcd for C11H12O: C, 82.46; H, 7.55. Found: C, 82.61; H, 7.77%."},{"key":"10.1016\/S0957-4166(01)00079-9_BIB15","unstructured":"(+)-(1R)-endo-2-Benzonorbornenol (+)-6[\u03b1]D +82.80 (c 1, CHCl3). Anal. calcd for C11H12O: C, 82.46; H, 7.55. Found: C, 82.35; H, 7.82%."},{"key":"10.1016\/S0957-4166(01)00079-9_BIB16","unstructured":"(+)-(1R)-endo-2-Benzonorbornenyl 3,5-dinitrobenzoate (+)-7A mixture of (+)-6 (50 mg; 0.31 mmol), 3,5-dinitrobenzoyl chloride (144 mg; 0.62 mmol, freshly recrystallised from CCl4), DMAP (76.3 mg; 0.62 mmol) and CH2Cl2 (10 mL) was stirred for 48 hours under argon, left to cool and washed with a 0.5 M NaOH solution (3\u00d760 mL), an aqueous HCl solution (0.5 M, 3\u00d780 mL) and a saturated NaCl solution (80 mL). The organic layer was dried (Na2SO4), and removal of the solvent then left an oily residue that upon flash chromatography (SiO2; hexane:EtOAc, 9:1) afforded (+)-7 as a white solid (101 mg; 91%). Mp 148\u2013150\u00b0C (hexane\u2013Et2O). [\u03b1]D +113.0 (c 1, CHCl3). IR (NaCl): 3416, 3115, 2957, 1716, 1632, 1599, 1540, 1461, 1346, 1299, 1177, 1072, 913, 731, 718, 693 cm\u22121. 1H NMR (CDCl3): 1.10\u20131.18 (d\u00d7t, 1H, J3\u2032endo\u20133\u2032exo=12.91 Hz, J3\u2032endo\u20132\u2032exo=3.07 Hz, 3\u2032endo-H), 1.73\u20131.77 (d, 1H, Jd=9.64 Hz, 9\u2032-H), 1.90\u20131.95 (d\u00d7d\u00d7d, 1H, J=9.64 Hz, J=1.78 Hz, 9\u2032-H), 2.44\u20132.55 (d\u00d7d\u00d7d, 1H, J3\u2032exo\u20133\u2032endo=12.91 Hz, J3\u2032exo\u20132\u2032exo=8.75 Hz, J3\u2032exo\u20134=3.95 Hz, 3\u2032exo-H), 3.39 (s, 1H, 1\u2032-H), 3.70\u20133.71 (d, 1H, J4\u2032\u20133\u2032exo=3.95 Hz, 4\u2032-H), 5.62\u20135.69 (d\u00d7d\u00d7d, 1H, J2\u2032exo\u20133\u2032exo=8.75 Hz, J=4.15 Hz, J=2.65 Hz, 2\u2032exo-H), 7.10\u20137.23 (m, 4H, ArH), 8.70\u20138.71 (d, 2H, J=2.15 Hz, 2-H+6-H), 9.05\u20139.07 (t, 1H, J=2.15 Hz, 4-H). 13C NMR (CDCl3): 36.99 (C-3\u2032), 43.89 (C-4\u2032), 48.35 (C-1\u2032), 48.37 (C-9\u2032), 77.05 (C-2\u2032), 121.40 (C-5), 122.55 (C-8), 123.71 (C-7), 126.53 (C-6), 127.35 (C-4), 129.64 (C-2), 129.87 (C-6), 134.46 (C-3+C-5), 142.51 (C-8a), 148.13 (C-4a), 148.90 (C-1), 162.58 (C(O)). Anal. calcd for C18H14N2O6: C, 61.02; H, 3.98; N, 7.91. Found: C, 60.87; H, 3.91; N, 8.10%."}],"container-title":["Tetrahedron: Asymmetry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0957416601000799?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0957416601000799?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,17]],"date-time":"2025-10-17T03:23:50Z","timestamp":1760671430000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0957416601000799"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2001,3]]},"references-count":15,"journal-issue":{"issue":"3","published-print":{"date-parts":[[2001,3]]}},"alternative-id":["S0957416601000799"],"URL":"https:\/\/doi.org\/10.1016\/s0957-4166(01)00079-9","relation":{},"ISSN":["0957-4166"],"issn-type":[{"value":"0957-4166","type":"print"}],"subject":[],"published":{"date-parts":[[2001,3]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"A convenient route to both enantiomers of endo-2-benzonorbornenol via lipase catalysed resolution of the racemic mixture","name":"articletitle","label":"Article Title"},{"value":"Tetrahedron: Asymmetry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/S0957-4166(01)00079-9","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"converted-article","name":"content_type","label":"Content Type"},{"value":"Copyright \u00a9 2001 Elsevier Science Ltd. All rights reserved.","name":"copyright","label":"Copyright"}]}}