121784-84-7

Upstream product

• 102228-27-3 (1R,2R,3R,6R,7S,9R)-9-Hydroxymethyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-ol 
• 102228-28-4 (1R,2R,3R,6R,7S,9R)-9-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-ol 
• 109519-11-1 4-Benzyloxy-benzoic acid (1aS,1bS,2R,5aR,6S,6aS)-1a-(tert-butyl-dimethyl-silanyloxymethyl)-2,4-diethoxy-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester 
• 109519-11-1 6-O-benzyl-10-O-t-butyldimethylsilyl specionin 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 109519-11-1 4-Benzyloxy-benzoic acid (1aS,1bS,2S,4S,5aR,6S,6aS)-1a-(tert-butyl-dimethyl-silanyloxymethyl)-2,4-diethoxy-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester 
• 109519-10-0 (1aR,1bR,2R,4R,5aS,6R,6aR)-2,4-Diethoxy-1a-hydroxymethyl-octahydro-1,3-dioxa-cyclopropa[a]inden-6-ol 
• 102228-29-5 (1R,4R,5S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-bicyclo[2.2.1]heptan-2-one 
• 109519-09-7 (1R,3R,4aS,5R,7aR)-1,3-Diethoxy-7-hydroxymethyl-1,3,4,4a,5,7a-hexahydro-cyclopenta[c]pyran-5-ol 
• 102258-28-6 4-Benzyloxy-benzoic acid (4aR,5S,7aS)-1,3-diethoxy-7-hydroxymethyl-1,3,4,4a,5,7a-hexahydro-cyclopenta[c]pyran-5-yl ester 
• 699-96-7 (+/-)-(2-endo,3-exo)-bicyclo[2.2.1]hept-5-eno-2,3-dimethanol 
• 102228-34-2 (1R,3R,4aS,5R,7aR)-1,3-Diethoxy-5-hydroxy-1,3,4,4a,5,7a-hexahydro-cyclopenta[c]pyran-7-carbaldehyde 
• 109519-06-4 (1R,3R,6R,7S,9R)-9-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-one 
• 102228-30-8 5-endo-formyl-6-exo-tert.butyldimethylsilyloxymethylbicyclo<2.2.1>heptan-2-one 

Downstream Products

• 87946-74-5 (+/-)-specionin 
• 87946-74-5 (-)-specionin 
• 113532-00-6 1β,3α-specionin 
• 113531-99-0 1β,3β-specionin 
• 87946-74-5 4-Hydroxy-benzoic acid (1aS,1bR,2S,4S,5aS,6R,6aS)-2,4-diethoxy-1a-hydroxymethyl-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester 
• 87946-74-5 4-Hydroxy-benzoic acid (1aS,1bR,2S,4R,5aS,6R,6aS)-2,4-diethoxy-1a-hydroxymethyl-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester 
• 87946-74-5 4-Hydroxy-benzoic acid (1aS,1bR,2R,4S,5aS,6R,6aS)-2,4-diethoxy-1a-hydroxymethyl-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester 
• 87946-74-5 4-Hydroxy-benzoic acid (1aS,1bR,2R,4R,5aS,6R,6aS)-2,4-diethoxy-1a-hydroxymethyl-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester 
• 87946-74-5 4-Hydroxy-benzoic acid (1aS,1bS,2S,4R,5aR,6S,6aS)-2,4-diethoxy-1a-hydroxymethyl-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester 
• 87946-74-5 4-Hydroxy-benzoic acid (1aS,1bS,2R,4S,5aR,6S,6aS)-2,4-diethoxy-1a-hydroxymethyl-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester 
• 87946-74-5 (+/-)-2-epi,4-specionin 

Relevant academic research and scientific papers

Spruce budworm (Choristoneura fumiferana) antifeedants 4. Synthesis of specionin and biological studies

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

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: THE STRUCTURE ELUCIDATION OF SPECIONIN BASED ON CHEMICAL EVIDENCE AND 1H NMR ANALYSIS

The iridoid specionin is an effective antifeedant against the Eastern spruce budworm.Previous synthetic work has shown that the proposed structure was incorrect.Presently the total synthesis of the revised structure 2C is described.The structure elucidati