Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1344502 | Tetrahedron: Asymmetry | 2011 | 9 Pages |
Hydride reduction and deprotection of siloxymethyl sulfinimines 2 reliably furnished chiral phenylglycinols 1 or 10 in high overall yield and enantiomeric purity.
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(S)-2-(tert-Butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanamineC14H24ClFNOSi[α]D20=+24 (c 0.50, CHCl3)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-(tert-Butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanamineC14H24ClFNOSi[α]D20=+21.5 (c 1.00, MeOH)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-(tert-Butyldimethylsilyloxy)-1-m-tolylethanamineC15H28NOSi[α]D20=+25.6 (c 1.00, CHCl3)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-(tert-Butyldimethylsilyloxy)-1-(naphthalen-2-yl)ethanamineC18H28NOSi[α]D20=+25.6 (c 1.00, CHCl3)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-(4-fluorophenyl)ethanolC18H28NOSi[α]D20=+56.6 (c 0.325, CHCl3)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-(3-fluorophenyl)ethanolC18H28NOSi[α]D25=+17 (c 0.55, MeOH)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-(3-chloro-4-fluorophenyl)ethanolC8H10ClFNO[α]D20=+19.6 (c 0.730, MeOH)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-(4-chloro-3-fluorophenyl)ethanolC8H10ClFNO[α]D20=+35 (c 0.25, CHCl3)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-(3-methoxyphenyl)ethanolC9H14NO2[α]D20=+36 (c 0.60, CHCl3)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-m-tolylethanolC9H14NO[α]D20=+25 (c 0.50, MeOH)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-(3-(trifluoromethyl)phenyl)ethanolC9H11F3NO[α]D20=+15 (c 0.50, CH3OH)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-(4-(trifluoromethyl)phenyl)ethanolC9H11F3NO[α]D20=+13 (c 0.51, MeOH)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-(2-fluorophenyl)ethanolC8H11FNO[α]D20=+23 (c 0.24, MeOH)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-o-tolylethanolC9H14NO[α]D20=+36 (c 0.40, MeOH)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-(naphthalen-1-yl)ethanolC12H14NO[α]D20=+83 (c 0.50, MeOH)Source of chirality: asymmetric reductionAbsolute configuration: (S)
(S)-2-Amino-2-(naphthalen-2-yl)ethanolC12H14NO[α]D16=+37.7 (c 1.40, CHCl3)Source of chirality: asymmetric reductionAbsolute configuration: (S)