The macrocyclic lactone (S)-curvularin (7) was prepared in six steps starting from known (S)-2-(2-hydroxypropyl)l,3-dithiane (2). Key steps are the C-alkylation of a dianion derived from 2 with trimethyl 4-bromoorthobutyrate followed by reductive desulfurization of the dithiane moiety and the selective cleavage of a methyl ester group of the diester 6 with NaCN/ HMPA.
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Bracher et al. (1995) studied this question.
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