An efficient procedure for the regioselective monoprotection of 1,2-diols
Regioselective nucleophilic ring opening of isopropylidene ketals of simple diols or sugars, e.g. I (R = Ac, CH2Ph), by AlMe3 gave the corresponding II (R = H, CH2PH). This reagent offers a new method for selective monoprotection of 1,2-diols. [on SciFinder (R)]
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Barton, D. H. R., & Zhu, J. (1992). An efficient procedure for the regioselective monoprotection of 1,2-diols. Tetrahedron, 48(39), 8337–8346. https://doi.org/10.1016/S0040-4020(01)86582-0
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1992
48
39
8337
46
CAN 118:22502 33-6 Carbohydrates Dep. Chem.,Texas A M Univ.,College Station,TX,USA. Journal 0040-4020 written in English. 145125-28-6P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and Swern oxidn. of); 73488-53-6P; 145125-29-7P; 145125-32-2P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and acetylation of); 75567-13-4P; 78499-44-2P; 87996-21-2P; 145125-19-5P; 145125-20-8P; 145125-21-9P; 145125-22-0P; 145125-23-1P; 145125-24-2P; 145125-25-3P; 145125-26-4P; 145125-27-5P; 145125-30-0P; 145125-31-1P; 145125-33-3P; 145125-34-4P; 145135-90-6P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 3253-75-6; 16713-80-7; 18685-18-2; 20706-71-2; 76880-55-2; 111476-62-1 Role: RCT (Reactant), RACT (Reactant or reagent) (regioselective isopropylidene cleavage of, by trimethylaluminum); 582-52-5 Role: RCT (Reactant), RACT (Reactant or reagent) (regioselective ring cleavage of, by trimethylaluminum); 52129-03-0; 93339-59-4; 145125-18-4 Role: RCT (Reactant), RACT (Reactant or reagent) (ring cleavage of, by trimethylaluminum)
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