| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1348497 | Tetrahedron: Asymmetry | 2006 | 5 Pages |
A highly enantioselective 1,4-addition of aryltrialkoxysilanes to α,β-unsaturated esters and amides was successfully catalyzed by a chiral rhodium complex generated from [Rh(cod)(MeCN)2]BF4 and (S)-BINAP.
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3-Phenylbutanoic acid methyl esterC11H14O2Ee = 84%[α]D26=-26 (c 1.00, CHCl3)Source of chirality: asymmetric reactionAbsolute configuration: (R)
3-Phenylbutanoic acid ethyl esterC12H16O2Ee = 89%[α]D24=-29 (c 1.05, Et2O)Source of chirality: asymmetric reactionAbsolute configuration: (R)
4-Methyl-3-phenylpentanoic acid methyl esterC13H18O2Ee = 94%[α]D26=-26 (c 0.97, CHCl3)Source of chirality: asymmetric reactionAbsolute configuration: (S)
4-Methyl-3-phenylpentanoic acid isopropyl esterC15H22O2Ee = 97%[α]D22=-23 (c 1.02, CHCl3)Source of chirality: asymmetric reactionAbsolute configuration: (S)
4-(Phenyl)tetrahydro-2H-pyran-2-oneC11H12O2Ee = 99%[α]D20=+4.4 (c 2.70, CHCl3)Source of chirality: asymmetric reactionAbsolute configuration: (S)
3-PhenylbutyramideC10H13NOEe = 81%[α]D24=-36 (c 1.01, CHCl3)Source of chirality: asymmetric reactionAbsolute configuration: (R)
N,N-Dimethyl-3-phenylbutyramideC12H17NOEe = 72%[α]D21=-16 (c 1.02, CHCl3)Source of chirality: asymmetric reactionAbsolute configuration: (R)
