Journal
TETRAHEDRON LETTERS
Volume 44, Issue 4, Pages 737-740Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)02674-6
Keywords
terpenes; phenols; conjugate addition; cyclisation; alkylation
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Stereoselective total syntheses of (+/-)-1,14-herbertenediol (7) and (+/-)-tochuinyl acetate (10) and facile total syntheses of (+/-)-a=alpha-herbertenol (2), (+/-)-beta-herbertenol (3) and (+/-)-1,4-cuparenediol (8) have been successfully accomplished involving intramolecular cyclisation of 3-aryl-3-methyl-6-bromohexanoates and in situ methylation of the resulting cyclopentanecarboxylates as the key reactions. (C) 2003 Elsevier Science Ltd. All rights reserved.
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