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Compound (5) was obtained as white crystals: mp 56.0–56.3 \u00b0C; TLC Rf 0.20 (EtOAc\/hexane, 1:5); [\u03b1]D21 +23.0 \u00b0 (c 2.09, CHCl3); IR (neat) 2960, 2880, 1790, 1715, 1640, 1150, 1040 cm–1; 1H NMR (300 MHz, CDCl3) \u03b4 0.51–0.69 (m, 6H, Si(CH2CH3)3), 0.94 (t, 9H, J = 8.1 Hz, Si(CH2CH3)3), 1.01 (t, 3H, J = 7.6 Hz, CH3 of the side chain at C-2), 1.79 (s, 3H, CH3 at C-3), 2.09–2.27 (m, 2H, H-5, 5\u2019 of the side chain at C-2), 3.19 (dd, 1H, J = 2.7, 15.4 Hz, CHHPh), 3.31, 3.39 (2s, each 3H, OCH3 \u00d7 2), 3.65 (dd, 1H, J = 11.0, 15.4 Hz, CHHPh), 4.57–4.68 (m, 5H, H-9, OCH2O \u00d7 2), 4.71–4.78 (m, 1H, H-2 of the side chain at C-2), 4.83 (ddd, 1H, J = 2.7, 7.3, 11.0 Hz, H-8), 5.00 (d, 1H, J = 7.3 Hz, H-1 of the side chain at C-2), 5.35 (dd, 1H, J = 9.5, 11.0 Hz, H-3 of the side chain at C-2), 5.78 (dt, 1H, J = 11.0, 7.3 Hz, H-4 of the side chain at C-2), 7.21–7.35 (m, 5H, C6H5); 13C NMR (75 MHz, CDCl3) \u03b4 4.5 \u00d7 3, 5.7, 6.6 \u00d7 3, 14.0, 21.2, 36.3, 55.8, 56.0, 71.1, 72.7, 74.2, 82.7, 89.1, 94.5, 95.1, 114.9, 125.5, 126.6, 128.5 \u00d7 2, 129.3 \u00d7 2, 137.6, 138.6, 166.3, 183.4, 195.4; HRMS calcd for C30H43O8Si (M+–OMe) m\/z 559.2727, found 559.2722."}],"container-title":["HETEROCYCLES"],"original-title":[],"language":"en","deposited":{"date-parts":[[2024,6,24]],"date-time":"2024-06-24T20:35:25Z","timestamp":1719261325000},"score":1,"resource":{"primary":{"URL":"https:\/\/triggered.stanford.clockss.org\/ServeContent?doi=10.3987%2Fcom-02-s%28m%2915"},"secondary":[{"URL":"https:\/\/triggered.edinburgh.clockss.org\/ServeContent?doi=10.3987%2Fcom-02-s%28m%2915","label":"edinburgh"}]},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2002]]},"references-count":27,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2002]]}},"alternative-id":["COM-02-S(M)15"],"URL":"https:\/\/doi.org\/10.3987\/com-02-s(m)15","relation":{},"ISSN":["0385-5414"],"issn-type":[{"type":"print","value":"0385-5414"}],"subject":[],"published":{"date-parts":[[2002]]}}}