114972-75-7

Upstream product

• 68366-26-7 (1α,3aβ,6aβ)-1,2,3,3a,4,6a-Hexahydro-1-pentalenol 
• 100-39-0 benzyl bromide 

Downstream Products

• 114972-76-8 (1S,2R,3aR,6aS)-1,2-Bis-benzyloxy-6-[1-methoxy-meth-(Z)-ylidene]-octahydro-pentalene 
• 114972-82-6 specionin acetate 
• 114972-82-6 4-Hydroxy-benzoic acid (1aS,1bS,2R,4S,5aR,6S,6aS)-1a-acetoxymethyl-2,4-diethoxy-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester 
• 114972-82-6 4-Hydroxy-benzoic acid (1aS,1bS,2R,4R,5aR,6S,6aS)-1a-acetoxymethyl-2,4-diethoxy-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester 
• 87946-74-5 (-)-specionin 
• 113532-00-6 1β,3α-specionin 
• 114972-79-1 ((1S,3aS,5R,6S,6aS)-5,6-Bis-benzyloxy-1,3a,4,5,6,6a-hexahydro-pentalen-1-yl)-methanol 
• 114972-79-1 ((1R,3aS,5R,6S,6aS)-5,6-Bis-benzyloxy-1,3a,4,5,6,6a-hexahydro-pentalen-1-yl)-methanol 
• 114972-79-1 ((3aS,5R,6S,6aS)-5,6-Bis-benzyloxy-1,3a,4,5,6,6a-hexahydro-pentalen-1-yl)-methanol 
• 114972-81-5 4-Benzyloxy-benzoic acid (1aS,1bR,2S,3R,4aR,5S,5aS)-1a-acetoxymethyl-2,3-bis-benzyloxy-octahydro-1-oxa-cyclopropa[a]pentalen-5-yl ester 
• 114972-78-0 Acetic acid (3aS,5R,6S,6aS)-5,6-bis-benzyloxy-4,5,6,6a-tetrahydro-3aH-pentalen-(1Z)-ylidenemethyl ester 
• 114972-80-4 (3S,3aR,5R,6S,6aS)-5,6-Bis-benzyloxy-3-hydroxy-3,3a,4,5,6,6a-hexahydro-pentalene-1-carbaldehyde 
• 114972-77-9 (3aR,5R,6S,6aS)-5,6-Bis-benzyloxy-3,3a,4,5,6,6a-hexahydro-pentalene-1-carbaldehyde 

Relevant academic research and scientific papers

Total synthesis of specionin - natural product or artifact ?

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.