Stereoselective Synthesis of the Four Stereoisomers of 4-(N,N-Dibenzylamino)-2,2-dimethyl-3-hydroxypentanenitrile

References and notes

• Knapp , S. and Hale , J. J. 1993 . J. Org. Chem. , 58 : 2650
   Google Scholar
• Jurczak , J. and Golebiowski , A. 1989 . Chem. Rev. , 89 : 149
   Web of Science ®Google Scholar
• Reetz , M. T. , Drewes , M. W. , Matthews , B. R. and Lennick , K. 1989 . J. Chem. Soc., Chem. Commun , : 1474
   Google Scholar
• Reetz , M. T. , Drewes , M. W. and Schmidtz , A. 1987 . Angew. Chem. Int. Ed. Engl. , 26 : 1141
   Web of Science ®Google Scholar
• Umezawa , H. , Aoyagi , T. , Suda , H. , Hamada , M. and Takeuchi , T. 1976 . J. Antibiot. , 29 : 97
   PubMed Web of Science ®Google Scholar
• Aoyagi , T. , Tobe , H. , Kojima , F. , Hamada , M. , Takeuchi , T. and Umezawa , H. 1987 . J. Antibiot. , 31 : 636
   Google Scholar
• Herranz , R. , Castro-Pichel , J. and Garcia-Lopez , T. 1989 . Synthesis , : 703
   Google Scholar
• Umezawa , H. , ed. 1981 . Small Molecular Immunomodifiers of Microbial Origin. Fundamental and Clinical Studies of Bestatin , Tokyo : Japan Scientific Societies Press . and Pergamon Press, Oxford
   Google Scholar
• Okura , A. , Ishizuka , M. and Takeuchi , T. 1988 . J. Antibiot. , 41 : 261
   PubMed Web of Science ®Google Scholar
• Blomgren , H. and Wasserman , J. 1981 . Cancer Lett. , 11 : 303
   PubMedGoogle Scholar
• Perone , J. J. , Craik , C. S. and Fletterick , R. J. 1993 . Science , 261 : 620
   PubMedGoogle Scholar
• Singer , P. T. , Smalas , A. , Carty , R. P. , Mangel , W. F. and Sweet , R. M. 1993 . Science , 259 : 669
   PubMed Web of Science ®Google Scholar
• Moriarty , R. M. , Liu , K. , Zhuang , H. , Lenz , D. , Brimfield , A. and Xia , C. 1995 . Synth. Commun. , 25 : 2763
   Web of Science ®Google Scholar
• Reetz , M. T. 1984 . Angew. Chem. Int. Ed. Engl. , 23 : 556
   Web of Science ®Google Scholar
• The e.e-values were determined by 1H NMR spectroscopy using (R)-(+)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (Mosher's acid) as a chiral solvating agent.
   Google Scholar
• Reetz , M. T. , Drewes , M. W. , Lennick , K. , Schmidtz , A. and Holdgrun , X. 1990 . Tetrahedron: Asymmetry , 1 : 375
   Google Scholar
• Moriarty , R. M. , Zhuang , H. , Penmasta , R. , Liu , K. , Awasthi , A. K. , Tuladhar , S. M. , Rao , M. S. C. and Singh , V. K. 1993 . Tetrahedron Lett. , 34 : 8029
   Web of Science ®Google Scholar
• Freedman , J. , Vaal , M. J. and Huber , E. W. 1991 . J. Org. Chem. , 56 : 670
   Web of Science ®Google Scholar
• Audia , J. E. and Colocci , N. 1991 . Tetrahedron Lett. , 32 : 3779
   Web of Science ®Google Scholar
• Poelert , M. A. , Hulshof , L. A. and Kellogg , R. M. 1994 . Recueil des Travaux Chimiques des Pays Bas (Journal of the Royal Netherlands Chemical Society) , 113 : 355
   Google Scholar
• α-Amino aldehydes are relatively unstable both chemically and configurationally. They are notoriously prone to racemization during storage and during chromatography on silica gel Jurczak J. Golebiowski A. Chem. Rev. 1989 89 149
   Web of Science ®Google Scholar