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Synlett 1999; 1999(2): 185-188
DOI: 10.1055/s-1999-2580
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Convergent Synthesis of the Putative Biogenetic Precursor of Mycaperoxide B and a Norsesterterpene Triene Isolated from an Australian sponge

M. G. B. Drew* , L. M. Harwood, A. Jahans, J. Robertson, S. Swallow
  • *Department of Chemistry, University of Reading, Whiteknights, Reading RG6 6AD, U.K.; Fax +44(0)11 89 31 67 82; E-mail: l.m.harwood@reading.ac.uk
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Publication Date:
31 December 1999 (online)

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The synthesis of enantiomerically pure norsesterterpene triene ester 1, extracted from an Australian marine sponge Latrunculia brevis, has been achieved by preparation of E,E-diene 3a via a Julia one-pot olefination and addition to 2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one 5. The synthesis of Z,E-diene 3b, the putative biogenetic precursor of mycaperoxide B 2 has also been achieved following the same methodology.

chiral synthesis - marine norsesterterpene - mycaperoxide

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