Epoxidation of costunolide (1) yielded parthenolide (3), 1, 10-epoxycostunolide (4), and the cyclization products of 4, santamarin (5), reynosin (6), magnolialide (7) and a 1, 4-epoxyeudesmanolide (8). Reduction of santamarin (5) with sodium borohydride afforded 11, 13-dihydrosantamarin (9) and an eudesmen-triol (10). Reduction of reynosin (6) provided 11, 13-dihydroreynosin (11) and the two eudesman-triols 12 and 13. The structures of the new compounds were elucidated by ID and 2D 1H and 13C NMR spectral methods.
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Lu et al. (1996) studied this question.
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