2008
DOI: 10.1007/s10562-008-9558-6
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Asymmetric Borane Reduction of Prochiral Ketones Catalyzed by α,α-Disubstituted Aziridinemethanols

Abstract: A series of novel a,a-disubstituted aziridinemethanols have been developed for the enantioselective reduction of ketones in refluxing tetrahydrofuran. The optically active secondary alcohol products were obtained in good enantiomeric excess (*96.8%) and excellent yields. The results showed that the substituent groups on the hydroxyl-bearing carbon of aziridinemethanols obviously affected the enantioselectivity.

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Cited by 5 publications
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“…Therefore, an assumption might be made that the presence of an aziridine moiety in natural as well as synthetic compounds structures is essential to the observed activities [11]. As a result, several syntheses are found in the literature and it is beyond the scope of this work to mention all of them [12][13][14][15][16][17][18][19][20][21][22][23][24][25].…”
Section: Introductionmentioning
confidence: 99%
“…Therefore, an assumption might be made that the presence of an aziridine moiety in natural as well as synthetic compounds structures is essential to the observed activities [11]. As a result, several syntheses are found in the literature and it is beyond the scope of this work to mention all of them [12][13][14][15][16][17][18][19][20][21][22][23][24][25].…”
Section: Introductionmentioning
confidence: 99%