13702-50-6

Upstream product

• 101254-10-8 (+/-)-2t-acetoxy-1r-methoxy-3c-(toluene-4-sulfonyloxy)-cyclohexane 
• 67-56-1 methanol 
• 1192-78-5 (1R*,2R*,3S*)-2,3-epoxycyclohexanol 
• 2699-17-4 3-methoxy-trans-1,2-epoxycyclohexane 
• 2699-17-4 3-methoxy-cis-1,2-epoxycyclohexane 
• 101254-10-8 (+/-)-2c-acetoxy-1r-methoxy-3t-(toluene-4-sulfonyloxy)-cyclohexane 
• 74-88-4 methyl iodide 

Downstream Products

• 13702-73-3 (+/-)-1r-methoxy-2c,3c-bis-(4-nitro-benzoyloxy)-cyclohexane 
• 13702-73-3 (+/-)-1r-methoxy-2t,3c-bis-(4-nitro-benzoyloxy)-cyclohexane 
• 13702-73-3 (+/-)-1r-methoxy-2c,3t-bis-(4-nitro-benzoyloxy)-cyclohexane 
• 16146-41-1 (+/-)-1rt!,2t-bis-benzoyloxy-3c-methoxy-cyclohexane 
• 13702-73-3 (+/-)-1r-methoxy-2t,3t-bis-(4-nitro-benzoyloxy)-cyclohexane 

Relevant academic research and scientific papers

Eu(OTf)3-Catalyzed highly regioselective nucleophilic ring opening of 2,3-epoxy alcohols: An efficient entry to 3-substituted 1,2-diol derivatives

In our study of the total synthesis of (+)-irciniastatin A, we found a need to develop a method that enables a C3-selective nucleophilic ring opening of 2,3-epoxy alcohol by MeOH, by which we found that the use of combined catalytic amounts of Eu(OTf)3 and 2,6-di-tert-butyl-4-methylpyridine (DTBMP) enables the intended transformation to obtain 3-methoxy-1,2-diol efficiently. Promising features of a protocol that effects a highly regioselective nucleophilic ring opening of 2,3- and 3,4-epoxy alcohols using various nucleophiles including alcohols, thiols, and unprotected amines are described.