176738-53-7

Upstream product

• 143-33-9 sodium cyanide 
• 176738-52-6 toluene-4-sulfonic acid (2'R,3'S)-3'-but-3-enylxytetrahydropyran-2'-ylmethyl ester 
• 234111-32-1 (2R,4aR,8aS)-2-(3'-iodopropyl)hexahydropyrano<3,2-d><1,3>dioxine 
• 234111-26-3 (2'R,4'aR,8'aS)-<2-(hexahydropyrano<3,2-d><1,3>dioxin-2'-yl)propoxy>triisopropylsilane 
• 161946-35-6 toluene-4-sulfonic acid (2'R,3'S)-3'-hydroxytetrahydropyran-2'-ylmethyl ester 
• 2873-29-2 D-glucal triacetate 
• 176738-51-5 Toluene-4-sulfonic acid (2R,3S)-3-methanesulfonylmethoxy-tetrahydro-pyran-2-ylmethyl ester 
• 176738-50-4 Toluene-4-sulfonic acid (2R,3S)-3-methylsulfanylmethoxy-tetrahydro-pyran-2-ylmethyl ester 
• 149342-25-6 ((2R,3S)-3-acetoxy-3,6-dihydro-2H-pyran-2-yl)methyl acetate 
• 125901-90-8 (2R,3S)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol 
• 234111-29-6 (2'R,4'aR,8'aS)-3-(hexahydropyrano<3,2-d><1,3>dioxin-2'-yl)propan-1-ol 
• 234111-38-7 (2'R,3'S)-(3'-but-3-enyloxytetrahydropyran-2'-yl)methanol 
• 234111-35-4 (2R,4aR,8aS)-2-allylhexahydropyrano<3,2-d><1,3>dioxine 
• 51450-45-4 (2R,3S)-2-hydroxymethyltetrahydropyran-3-ol 

Downstream Products

• 176738-55-9 Toluene-4-sulfonic acid 2-((2R,3S)-3-but-3-enyloxy-tetrahydro-pyran-2-yl)-ethyl ester 

Relevant academic research and scientific papers

A concise synthesis of ortho-condensed oxane-oxene, oxepene, oxocene and oxonene ring systems

An efficient strategy for the synthesis of trans-fused oxabicyclic systems involving thioannulation followed by a Ramberg-Backlund olefination as the key step is described.

Ring-Closing Metathesis in the Synthesis of Large and Medium-Sized Oxacycles. Application to the Synthesis of Polyoxygenated Macrocycles

Ring-closing olefin metathesis (RCM) catalyzed by Grubbs's ruthenium benzylidene complex 1 is applied to the synthesis of unsaturated rings ranging in size from seven to thirteen members in trails-fused polyether systems. Reaction occurs with great efficiency in the cyclization of oxepene and oxocene rings, but as ring size increases, yields drop. The influence of the final double bond position is also studied. Better yields and milder reaction conditions are observed when an additional oxygen atom is introduced on the diene. This feature has promoted the application of this reaction to the synthesis of polyoxygenated macrocycles (with sizes ranging from 15 to 21 members), with excellent results.