Synthesis of Novel Oxime Functionalized Aldol Products via Michael Addition of Oximes Onto Baylis–Hillman Adducts

References

• Bhuniya , D. , Mohan , S. and Narayanan , S. 2003 . Triphenylphosphine-catalyzed Michael addition of oximes onto activated olefins . Synthesis , : 1018 – 1024 .
   Web of Science ®Google Scholar
• Basavaiah , D. , Rao , A. J. and Satyanarayana , T. 2003 . Recent advances in the Baylis‐Hillman reaction and applications . Chem Rev. , 103 : 811 – 891 .
   PubMed Web of Science ®Google Scholar
• Hong , W. P. and Lee , K.‐J. 2005 . Synthesis of methyl (E)‐2‐nitromethylcinnamates derived from Baylis–Hillman acetates and conversion into several coumarin derivatives . Synthesis , : 33 – 38 . and the references cited herein
   Web of Science ®Google Scholar
• Deane , P. O. , Guthrie‐Strachan , J. J. , Kaye , P. T. and Whittaker , R. E. 1998 . Regio‐ and diastereoselectivity in the thiomethylation of α‐(1‐hydroxyalkyl)acrylate derivatives . Synth. Commun. , 28 : 2601 – 2611 .
   Web of Science ®Google Scholar
• Kamimura , A. , Morita , R. , Matsuura , K. , Omata , Y. and Shirai , M. 2002 . Simple preparation of β‐hydroxy‐α‐thiomethyl carbonyl compounds via stereoselective conjugate addition of thiol to Baylis–Hillman adducts . Tetrahedron Lett. , 43 : 6189 – 6191 .
   Web of Science ®Google Scholar
• Kita , Y. , Shibata , N. , Miki , T. , Takemura , Y. and Tamura , O. 1992 . Chemistry of O‐silylated ketene acetals: A stereoselective synthesis of optically active carbapenem antibiotics, (+)‐thienamycin (+)‐PS‐5 . Chem. Pharm. Bull. , 40 : 12 – 20 .
   Web of Science ®Google Scholar
• Mase , N. , Watanabe , Y. and Toru , T. 1999 . Discrimination of diastereotopic sulfonyl oxygens by intramolecular hydrogen bonding: Stereoselective hydrogenation of α‐sulfonyl radicals . Tetrahedron Lett. , 40 : 2797 – 2800 .
   Web of Science ®Google Scholar
• Richter , H. , Walk , T. , Holtzel , A. and Jung , G. 1999 . Polymer bound 3‐hydroxy‐2‐methylidenepropionic acids. A template for multiple core structure libraries . J. Org. Chem. , 64 : 1362 – 1365 .
   Web of Science ®Google Scholar
• Wang , W. and Yu , M. 2004 . One‐pot sequential Baylis–Hillman and Michael reactions . Tetrahedron Lett. , 45 : 7141 – 7143 .
   Web of Science ®Google Scholar
• Rastogi , S. K. , Gupta , P. , Srinivasan , T. and Kundu , B. 2000 . Combinatorial synthesis of unsymmetrical secondary amines. Application to arylethanolamines, arylpropanolamines and aryloxypropanolamines . Mol. Diversity , 5 : 91 – 104 .
   PubMed Web of Science ®Google Scholar
• Azizi , N. and Saidi , M. R. 2002 . A new protocol for Baylis–Hillman reaction: The reaction of iminium salts prepared in situ with methyl acrylate . Tetrahedron Lett. , 43 : 4305 – 4308 .
   Web of Science ®Google Scholar
• Batra , S. , Srinivasan , T. , Rastogi , S. K. , Kundu , B. , Patra , A. , Bhaduri , A. P. and Dixit , M. 2002 . Combinatorial synthesis and biological evaluation of isoxazole‐based libraries as antithrombotic agents . Bioorg. Med. Chem. Lett. , 12 : 1905 – 1908 .
   PubMed Web of Science ®Google Scholar
• Kundu , M. K. , Sundar , N. , Kumar , S. K. , Bhat , S. V. , Biswas , S. and Valecha , N. 1999 . Antimalarial activity of 3‐hydroxyalkyl‐2‐methylenepropionic acid derivatives . Bioorg. Med. Chem. Lett. , 9 : 731 – 736 .
   PubMed Web of Science ®Google Scholar
• Sammelson , R. E. , Gurusinghe , C. D. , Kurth , J. M. , Olmstead , M. M. and Kurth , M. J. 2002 . Synthesis of spiro‐fused (C5)‐isoxazolino‐(C4)‐pyrazolones (1‐oxa‐2,7,8‐triazaspiro[4,4]‐2,8‐dien‐6‐ones) via 1,3‐dipolar cycloaddition and cycloelimination . J. Org. Chem. , 67 : 876 – 882 .
   PubMed Web of Science ®Google Scholar
• Bhuniya , D. , Narayanan , S. , Lamba , T. S. and Krishna Reddy , K. V. S. R. 2003 . Porcine liver esterase catalyzed kinetic resolution of Baylis–Hillman (B‐H) adducts . Synth. Commun. , 33 : 3711 – 3720 .
   Web of Science ®Google Scholar
• Ireland , R. E. and Wardle , R. B. 1987 . 3‐Acyltetramic acid antibiotics. 3. An approach to the synthesis of Bu‐2313 . J. Org. Chem. , 52 : 1780 – 1789 .
   Web of Science ®Google Scholar
• Oh , C.‐Y. and Ham , W.‐H. 1999 . A new diastereoselective synthesis of a 1β‐methylcarbapenem intermediate . Chem. Commun. , : 2365 – 2366 .
   Web of Science ®Google Scholar
• Banfi , L. , Guanti , G. and Narisano , E. 1993 . Chemoenzymatic preparation of a key intermediate for carbapenem synthesis starting from asymmetrized bis(hydroxymethyl)acetaldehyde (BHYMA*) . Tetrahedron , 49 : 7385 – 7392 .
   Web of Science ®Google Scholar
• Jeon , G.‐H. , Yoon , J.‐Y. , Kim , S. and Kim , S. S. 2000 . Radical reaction of phenylsulfonyl oxime ethers on solid support: Application to the synthesis of α‐amino esters . Synlett , : 128 – 130 .
   Google Scholar
• Anbazhagan , M. , Boykin , D. W. and Stephens , C. E. 2003 . Direct conversion of amidoximes to amidines via transfer hydrogenation . Synthesis , : 2467 – 2469 .
   Web of Science ®Google Scholar
• Chandrasekhar , S. , Babu , B. N. , Ahmed , M. , Reddy , M. V. , Srihari , P. , Jagadeesh , B. and Prabhakar , A. 2004 . Safe and convenient reduction of Δ2‐isoxazolines with PMHS–Pd(OH)2/C . Synlett , : 1303 – 1305 . and references cited therein
   Web of Science ®Google Scholar
• Kozikowski , A. P. and Stein , P. D. 1982 . INOC route to carbocyclics: A formal total synthesis of (±)‐sarkomycin . J. Am. Chem. Soc. , 104 : 4023 – 4024 .
   Web of Science ®Google Scholar