401593-20-2

Upstream product

• 100-39-0 benzyl bromide 
• 401593-35-9 [(1S,2S,4R,5R,6S)-5-Benzyloxymethyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxy-5-methyl-bicyclo[2.2.1]hept-2-yloxy]-tert-butyl-dimethyl-silane 
• 1026281-26-4 Benzoic acid (1S,2S,4R,5R,6S)-5-benzyloxymethyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-hydroxy-5-methyl-bicyclo[2.2.1]hept-2-yl ester 
• 401593-18-8 (1R,2S,3S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxymethoxy-2-methyl-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester 
• 401593-16-6 (1R,3S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxymethoxy-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester 

Downstream Products

• 401593-24-6 (1S,4R,4aS,5R,7aR)-5-Benzyloxymethyl-1-methoxy-1,5-dimethyl-octahydro-cyclopenta[c]pyran-4-ol 
• 401593-26-8 (1S,5R,7aR)-5-Benzyloxymethyl-1-methoxy-1,5-dimethyl-1,3,5,6,7,7a-hexahydro-cyclopenta[c]pyran 
• 401593-43-9 (1S,5R,7aR)-1-Methoxy-1,5-dimethyl-5-phenylsulfanylmethyl-1,3,5,6,7,7a-hexahydro-cyclopenta[c]pyran 
• 401593-22-4 (2R,3S,4R)-4-Acetyl-2-benzyloxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-cyclopentanone 

Relevant academic research and scientific papers

Total synthesis of marine diterpenoid stolonidiol

Marine dolabellane diterpenoid stolonidiol was synthesized from L-ascorbic acid. The method for this total synthesis involves formation of the bicyclo[2.2.1]heptane derivative using a diastereoselective sequential Michael reaction, formation of cyclopentane derivative by the retro-aldol reaction and construction of an 11-membered carbocyclic ring through the intramolecular Horner-Wadsworth-Emmons reaction.