88586-99-6

Upstream product

• 62957-28-2 (5E,13E)-(2S,4R,9S,14aS)-4-Hydroxy-2-(2-methoxy-ethoxymethoxy)-9-methyl-1,2,3,3a,4,9,10,11,12,14a-decahydro-8-oxa-cyclopentacyclotridecen-7-one 
• 62957-28-2 (5E,13E)-(2S,3aR,4S,9R,14aS)-4-Hydroxy-2-(2-methoxy-ethoxymethoxy)-9-methyl-1,2,3,3a,4,9,10,11,12,14a-decahydro-8-oxa-cyclopentacyclotridecen-7-one 
• 76879-33-9 C₂₃H₃₆O₅S₂ 
• 62957-26-0 (5E,13E)-(2S,14aS)-2-(2-Methoxy-ethoxymethoxy)-9-methyl-2,3,3a,9,10,11,12,14a-octahydro-1H-8-oxa-cyclopentacyclotridecene-4,7-dione 
• 73805-74-0 (E)-3-{2-[(2S,4S)-2-((E)-6-Hydroxy-hept-1-enyl)-4-(2-methoxy-ethoxymethoxy)-cyclopentyl]-[1,3]dithian-2-yl}-acrylic acid ethyl ester 

Downstream Products

• 104180-85-0 C₃₀H₃₀N₂O₁₀ 
• 468732-96-9 4-Nitro-benzoic acid (5E,13E)-(2S,3aR,4S,9S,14aS)-4-hydroxy-9-methyl-7-oxo-2,3,3a,4,7,9,10,11,12,14a-decahydro-1H-8-oxa-cyclopentacyclotridecen-2-yl ester 
• 20350-15-6 (+)-brefeldin A 

Relevant academic research and scientific papers

Cyclopentenone Derivatives, VIII. - Reactions with Acetoxycyclopentenones, Brefeldin-A Cyclizations

Investigation of the lactonization process leading to brefeldin-A proves this reaction in the presense of a C4-thioacetal function not to be depending on the configuration at C15.Wittig-Horner cyclizations however, are shown to be stereospecific.