87946-74-5Relevant articles and documents
Spruce budworm (Choristoneura fumiferana) antifeedants 4. Synthesis of specionin and biological studies
Mohammad-Ali,Chan,Thomas,Jewett,Strunz
, p. 2137 - 2143 (2007/10/02)
Specionin (1) was synthesized in seven steps from aucubin (2), an abundant iridoid form aucuba japonica. In a 'no-choice,' bioassay, specionin and several of its derivatives showed only modest antifeedant activity against the spruce budworm, while other derivatives were devoid of activity.
A GENERAL SYNTHETIC APPROACH TO OPTICALLY ACTIVE IRIDOID AGLYCONES. THE TOTAL SYNTHESES OF β-ETHYL DESCARBOMETHOXYVERBENALOL, ETHYL CATALPOL, AND (-)-SPECIONIN
Kim, Byeang Hyean,Jacobs, Patricia B.,Elliott, Richard L.,Curran, Dennis P.
, p. 3079 - 3092 (2007/10/02)
A general approach to the synthesis of iridoid aglycones is reported.A combination Claisen rearrangement/nitrile oxide cycloaddition sequence has permitted the facile annulation of a highly functionalized cyclopentane ring onto a simple glycal derived fro
IRIDOIDS : AN EFFICIENT CONVERSION OF (-)-CATALPOL INTO (-)-SPECIONIN
Eycken, E. Van der,Janssens, A.,Vandewalle, M.
, p. 3519 - 3520 (2007/10/02)
A partial synthesis of the antifeedant (-)-specionin (8) starting from the readily available (-)-catalpol (1) is described.It also allows the formation of analogs of 8 via specific transformations on intermediates 3 or 5 for screening of antifeedant prope