695230-92-3

Upstream product

• 805239-93-4 (E)-3-(2-allyl-3-ethoxy-4-methanesulfonyloxy-phenyl)-acrylic acid methyl ester 
• 805239-94-5 methanesulfonic acid 3-allyl-2-ethoxy-4-((E)-3-hydroxy-propenyl)-phenyl ester 
• 805239-88-7 methanesulfonic acid 3-allyl-2-ethoxy-4-((E)-3-bromo-propenyl)-phenyl ester 
• 805239-92-3 (E)-3-(2-allyl-3-hydroxy-4-methanesulfonyloxy-phenyl)-acrylic acid methyl ester 
• 805239-85-4 (4R,6S)-4-benzyloxymethyl-2,2,6-trimethyl-[1,3]dioxane-4-carbonitrile 
• 695230-89-8 (4S,6S)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,6-trimethyl-[1,3]dioxane-4-carbaldehyde 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 805240-03-3 (E)-3-(3-hydroxy-4-methanesulfonyloxy-phenyl)-acrylic acid methyl ester 
• 805239-89-8 acetic acid 5-formyl-2-methanesulfonyloxy-phenyl ester 
• 805239-87-6 (4R,6S)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,6-trimethyl-[1,3]dioxane-4-carbonitrile 
• 805239-91-2 (E)-3-(3-allyloxy-4-methanesulfonyloxy-phenyl)-acrylic acid methyl ester 
• 805239-86-5 benzoic acid (4R,6S)-4-cyano-2,2,6-trimethyl-[1,3]dioxan-4-ylmethyl ester 
• 805239-90-1 (E)-3-(3-acetoxy-4-methanesulfonyloxy-phenyl)-acrylic acid methyl ester 

Downstream Products

• 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 
• 1053742-45-2 C₄₉H₄₄F₆O₁₀S 
• 805239-99-0 C₄₁H₄₂O₈ 
• 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 
• 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 

Relevant academic research and scientific papers

Mild cleavage of aryl mesylates: Methanesulfonate as potent protecting group for phenols

A mild protocol for the chemoselective deprotection of aryl methanesulfonates is described. The transformation can be conducted on highly functionalized substrates and renders the methanesulfonate a useful, previously underutilized protecting group for phenols.

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.