2014
DOI: 10.1055/s-0033-1340550
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Copper Triflate: An Efficient Catalyst for Direct Conversion of Secondary Alcohols into Azides

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Cited by 23 publications
(4 citation statements)
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“…[21][22][23][24] We speculated that a similar approach may enable direct alcohol arylation as Lewis acid catalyst provides powerful strategy to facilitate activation and derivatisation of alcohols via an S N 1 and S N 2 type pathway. [25][26][27] To our surprise, a limited number of Lewis acid promoted selective amination and sulfenylation of alcohols with thiotetrazoles are developed. Our on-going studies on mild and efficient synthetic methods for producing chemo selective aminated product led to potentially examine more convenient and safe catalysts.…”
Section: Introductionmentioning
confidence: 99%
See 1 more Smart Citation
“…[21][22][23][24] We speculated that a similar approach may enable direct alcohol arylation as Lewis acid catalyst provides powerful strategy to facilitate activation and derivatisation of alcohols via an S N 1 and S N 2 type pathway. [25][26][27] To our surprise, a limited number of Lewis acid promoted selective amination and sulfenylation of alcohols with thiotetrazoles are developed. Our on-going studies on mild and efficient synthetic methods for producing chemo selective aminated product led to potentially examine more convenient and safe catalysts.…”
Section: Introductionmentioning
confidence: 99%
“…In contemporary organic synthesis, Lewis acid catalysed reactions have gained increasing popularity because of the unique reactivity and selectivity that can be easily achievable under mild reaction conditions [21–24] . We speculated that a similar approach may enable direct alcohol arylation as Lewis acid catalyst provides powerful strategy to facilitate activation and derivatisation of alcohols via an S N 1 and S N 2 type pathway [25–27] . To our surprise, a limited number of Lewis acid promoted selective amination and sulfenylation of alcohols with thiotetrazoles are developed.…”
Section: Introductionmentioning
confidence: 99%
“…As reported in Table 4, highe nantioselectivities were obtained with all the amines.T he absolute configuration was determined by comparison with reported HPLC data. [51] Notably,a sf or the regioselective control,r educed enantioselectivities for benzylamine, pyrrolidine, andp iperidine ( Table 4, entries 2a nd 4) were detected, possibly due to the competitive autocatalytic pathwayt hat is responsible for racemization of (S)-styrene oxide during the course of the reaction.…”
mentioning
confidence: 99%
“…The use of heterogeneous catalyst as solids (e.g.,silica gel, [29] nanosilica, [30] functionalized mesoporouss ilica, [31][32][33] alumina and/or modifieda lumina, [34][35][36][37] nanoaluminos ilicates, [38][39][40][41][42] montmorillonite-K10 clay, [43] sulfated zirconia, [44,45] annotitanium dioxides, [46] heteropolya cids, [47] polyoxometalatei norganic metal oxygen clusters, [48] Amberlyst-15, [49] nanocrystalline zircosilicate, [50] and iron oxides [51] )h as tried to meet the need for more sustainable protocols that assure good regioselective control,o ften lost to competitive polymerization/isomerization of the epoxides.…”
mentioning
confidence: 99%