805239-86-5

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 805239-85-4 (4R,6S)-4-benzyloxymethyl-2,2,6-trimethyl-[1,3]dioxane-4-carbonitrile 

Downstream Products

• 1053742-45-2 C₄₉H₄₄F₆O₁₀S 
• 805239-99-0 C₄₁H₄₂O₈ 
• 805239-95-6 methanesulfonic acid 3-allyl-4-((R)-1-(S)-[(4S,6S)-4-(tert-butyl-dimethylsilanyloxymethyl)-2,2,6-trimethyl-[1,3]dioxan-4-yl]-hydroxy-methyl-allyl)-2-ethoxyphenyl ester 
• 805239-97-8 Methanesulfonic acid 3-allyl-2-ethoxy-4-[(R)-1-((2S,4S,5S,10S)-8,8,10-trimethyl-2-phenyl-1,3,7,9-tetraoxa-spiro[4.6]undec-4-yl)-allyl]-phenyl ester 
• 695230-84-3 methanesulfonic acid 3-allyl-2-ethoxy-4-(R)-1-[(2S,4S,5S)-5-hydroxymethyl-5-((S)-2-hydroxy-propyl)-2-phenyl-[1,3]dioxolan-4-yl]-allyl-phenyl ester 
• 695230-90-1 3-allyl-2-ethoxy-4-(R)-1-[(2S,4S,5S)-5-hydroxymethyl-5-((S)-2-hydroxy-propyl)-2-phenyl-[1,3]dioxolan-4-yl]-allyl-phenol 
• 695230-92-3 methanesulfonic acid 3-allyl-2-ethoxy-4-(R)-1-[(S)-hydroxy-((4S,6S)-4-hydroxymethyl-2,2,6-trimethyl-[1,3]dioxan-4-yl)methyl]-allyl-phenyl ester 

Relevant academic research and scientific papers

Diastereoselective phenol para-alkylation: Access to a cross-conjugated cyclohexadienone en route to resiniferatoxin

(Chemical Equation Presented) We document a route for the synthesis of a densely functionalized spiro-fused 2,5-cyclohexadienone as an intermediate for the synthesis of resineferatoxin. The strategy is based on an unprecedented diastereoselective, intramolecular phenol para-alkylation to a cross-conjugated cyclohexadienone. In the course of these synthetic studies we developed rapid access to a chiral nitrile possessing a quaternary stereocenter and disclose an unusual acetal rearrangement from a dioxane, which favors the corresponding dioxepane.