87946-74-5Relevant articles and documents
Total Synthesis of (+/-)-Specionin
Leonard, John,Hussain, Nigel
, p. 61 - 70 (2007/10/02)
(+/-)-Specionin has been synthesized in a short, efficient sequence of reactions from (+/-)-exo,exo-6,7-bis(benzyloxy)-exo-4-(hydroxymethyl)-cis-bicyclooct-2-ene 5.The key feature of the synthesis is a 'one-pot' hydrogenolysis-cyclopentadienol clea
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
Total synthesis of specionin - natural product or artifact ?
Hussain, Nigel,Leonard, John
, p. 4871 - 4874 (2007/10/02)
The iridoid insect antifeedant specionin has been synthesised from endo-cis-bicyclo[3.3.0]oct-7-en-2-ol. When the bis acetal ring is cyclised at a late stage the correct stereochemistry is generated selectively.