Stereoselective Synthesis of 2,6‐Disubstituted Tetrahydropyridines Via Aza‐Diels‐Alder Reactions

References

• Strunz , G. M. and Findlay , J. A. 1985 . “ Pyridine and piperidine alkaloid ” . In The Alkaloids Edited by: Brossi , A. Vol. 26 , 89 New York : Academic Press .
   Google Scholar
• Numata , A. and Ibuka , I. 1987 . “ Alkaloids from ants and other insects ” . In The Alkaloids Edited by: Brossi , A. Vol. 31 , 193 New York : Academic Press .
   Google Scholar
• Rubiralta , M. , Giralt , E. and Diez , E. 1991 . Piperidine, Structure, Preparation, Reactivity and Synthetic Applications of Piperidine and its Derivatives Amsterdam : Elsevier .
   Google Scholar
• Daly , J. W. , Garraffo , H. M. and Spande , T. F. 1993 . “ Amphibia alkaloids ” . In The Alkaloids Edited by: Cordell , G. A. Vol. 43 , 185 New York : Academic Press .
   Google Scholar
• Weinreb , S. M. 1991 . Comprehensive Organic Synthesis Edited by: Trost , B. M. and Fleming , I. Vol. 5 , 401 – 449 . Pergamon : Oxford .
   Google Scholar
• Boger , D. L. and Weinreb , S. M. 1987 . Hetero Diels‐Alder Methodology in Organic Synthesis Orlando : Academic Press .
   Google Scholar
• Weinreb , S. M. 1985 . Alkaloid total synthesis by intramolecular imino Diels‐Alder cycloadditions . Acc. Chem. Res. , 18 : 16
   Web of Science ®Google Scholar
• Zunnebeld , W. A. and Speckamp , W. N. 1975 . Total synthesis of 13‐ and 14‐azaequilenines via heterocycloaddition . Tetrahedron , 31 : 1717
   Web of Science ®Google Scholar
• Sisko , J. and Weinreb , S. M. 1989 . A convenient in situ procedure for effecting inter‐ and intramolecular Diels‐Alder reactions of N‐sulfonyl imines . Tetrahedron Lett. , 30 : 3037
   Web of Science ®Google Scholar
• Birkinshaw , T. N. , Tabor , A. B. , Holmes , A. B. , Kaye , P. , Mayne , P. M. and Raithby , P. R. 1988 . The products of an imino Diels‐Alder reaction with 2‐trimethylsilyloxycyclohexadiene: synthesis, X‐ray crystal structures, and mechanistic implications . J. Chem. Soc. Chem. Commun. , : 1599
   Google Scholar
• Danishefsky , S. J. and Vogel , C. 1986 . A concise total synthesis of (±)‐ipalbidine by application of the aldimine‐diene cyclocondensation reaction . J. Org. Chem. , 51 : 3915
   Web of Science ®Google Scholar
• Pfrengle , W. and Kunz , H. 1989 . Hetero‐Diels‐Alder reactions on a carbohydrate template: stereoselective synthesis of (S)‐anabasin . J. Org. Chem. , 54 : 4261
   Web of Science ®Google Scholar
• Midland , M. M. and Koops , R. W. 1992 . Diastereoselection in the Lewis acid catalyzed cycloaddition reaction of α‐alkoxy imines . J. Org. Chem. , 57 : 1158
   Web of Science ®Google Scholar
• Waldmann , H. and Braun , M. 1992 . Asymmetric tandem Mannich‐Michael reactions of amino acid ester imines with Danishefsky's diene . J. Org. Chem. , 57 : 4444
   Web of Science ®Google Scholar
• Chou , S. S.P. and Hung , C. C. 2001 . Aza‐Diels‐Alder reactions of 2‐(phenylthio)‐1,3‐butadiene with simple iminium salts . Synth. Commun. , 31 : 1097
   Web of Science ®Google Scholar
• Chou , S. S.P. and Hung , C. C. 2002 . Synthesis of pipecolic acid derivatives via aza‐Diels‐Alder reactions of thio‐substituted 1,3‐butadienes with iminium salts . Synth. Commun. , 32 : 3119
   Web of Science ®Google Scholar
• Grieco , P. A. and Larsen , S. D. 1985 . Aza Diels‐Alder reactions in aqueous solution: cyclocondensation of dienes with simple iminium salts generated under Mannich conditions . J. Am. Chem. Soc. , 107 : 1768
   Web of Science ®Google Scholar
• Fobare , W. F. , Grieco , P. A. and Larsen , S. D. 1986 . Aza Diels‐Alder reaction in water: cyclocondensation of C‐acyl iminium ions with cyclopentadiene . Tetrahedron Lett. , 27 : 1975
   Web of Science ®Google Scholar
• Bailey , P. D. , Wilson , R. D. and Brown , G. R. 1989 . Stereoselective synthesis of pipecolic acid derivatives using aza‐Diels‐Alder reactions . Tetrahedron Lett. , 30 : 6781
   Web of Science ®Google Scholar
• Chou , S. S.P. , Liou , S. Y. , Tsai , C. Y. and Wang , A. J. 1987 . Regio‐ and stereoselective synthesis of substituted 2‐(phenylthio)‐1,3‐butadienes . J. Org. Chem. , 52 : 4468
   Web of Science ®Google Scholar
• Gundermann , K. D. and Holtmann , P. 1966 . Synthesis of 2‐alkylthio‐ and 2‐arylthio‐1,3‐butadienes . Angew. Chem. Int. Ed. Engl. , 5 : 668
   Web of Science ®Google Scholar
• Spanedda , M. V. , Hoang , V. D. , Benoit , C. , Bonnet‐Delpon , D. and Bégué , J.‐P. 2003 . Aza‐Diels‐Alder reaction in fluorinated alcohols. A one‐pot synthesis of tetrahydroquinolines . Tetrahedron Lett. , 44 : 217
   Web of Science ®Google Scholar