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Synthesis 1985; 1985(11): 1060-1062
DOI: 10.1055/s-1985-31429
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A Short Synthesis of d,l-exo-Brevicomin from Divinylglycol

Ulrike Küfner* , Richard R. Schmidt
  • *Fakultät Chemie, Universität Konstanz, Postfach 5560, D-7750 Konstanz, Federal Republic of Germany
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Publication Date:
27 September 2002 (online)

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d,l-exo-Brevicomin is obtained from meso-divinylglycol via bis-O-benzylation, selective ω-hydroxylation of one double bond, oxidation of the hydroxymethyl group to the aldehyde stage, chain extension at the aldehyde function by Wittig reaction, and hydrogenation under loss of CC-double bonds and O-benzyl protective groups with concomitant ring closure.

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