Synlett, Inhaltsverzeichnis LETTER © Georg Thieme Verlag Stuttgart · New York One-Pot Reductive Amination of Aldehydes and Ketones Using N-Methylpiperidine Zinc Borohydride (ZBNMPP) as a New Reducing Agent Heshmatollah Alinezhad*, Mahmoud Tajbakhsh*, Reza ZamaniDepartment of Chemistry, Mazandaran University, Babolsar, IranFax: +98(112)5242002; e-Mail: heshmat@umz.ac.ir; Artikel empfehlen Abstract Artikel einzeln kaufen Alle Artikel dieser Rubrik Abstract A one-pot reductive amination of aldehydes and ketones using N-methyl piperidine zinc borohydride as a new and stable reducing agent is described. The reaction has been carried out in methanol at room temperature under neutral conditions. Key words ZBNMPP - reductive amination - aldehydes - ketones - amines Volltext Referenzen References 1a Baxter EW. Reitz AB. Org. React. 2002, 59: 1 1b Hutchin RO. Natale NR. Org. Prep. Proced. Int. 1979, 11: 201 1c Lane CF. Synthesis 1975, 135 2a Borch RF. Hassid AI. J. Org. Chem. 1972, 37: 1673 2b Borch RF. Bernstien MD. Durst HD. J. Am. Chem. Soc. 1971, 93: 2897 3a Abdel-Magid AF. Carson KG. Harris BD. Maryanoff CA. Shah RD. J. Org. Chem. 1996, 61: 3849 3b Beshore DC. Dinsomere CJ. Org. Lett. 2002, 4: 1201 3c Zhang J. Blazecka PG. Davidson JG. Org. Lett. 2003, 5: 553 4a Bomann MD. Guch IC. DiMare M. J. Org. Chem. 1995, 60: 5995 4b Pelter A. Rosser M. Mills S. J. Chem. Soc., Perkin Trans. 1 1984, 717 5 Yoon NM. Kim EG. Son HS. Choi J. Synth. Commun. 1993, 23: 1595 6a Kotsuki H. Yoshimura N. Kadota I. Ushio Y. Ochi M. Synthesis 1990, 401 6b Bhattacharyya S. Chatterjee A. Williamson JS. Synth. Commun. 1997, 27: 4265 6c Ranu BC. Majee A. Sakar A. J. Org. Chem. 1998, 63: 370 7a Miriyala B. Bhattacharyya S. Williamson JS. Tetrahedron 2004, 60: 1463 7b Kumpaty HJ. Williamson JS. Bhattacharyya S. Synth. Commun. 2003, 33: 1411 7c Neidigh KA. Avery MA. Williamson JS. Bhattacharyya S. J. Chem. Soc., Perkin Trans. 1 1998, 2527 7d Bhattacharyya S. J. Org. Chem. 1995, 60: 4928 7e Bhattacharyya S. Chatterjee A. Williamson JS. Synlett 1995, 1079 8 Base JW. Lee SH. Cho YJ. Yoon CM. J. Chem. Soc., Perkin Trans. 1 2000, 145 9 Varma RS. Dahiya R. Tetrahedron 1998, 54: 6293 10 Apodaca R. Xiao W. Org. Lett. 2001, 3: 1754 11 Suwa T. Sugiyama E. Shibata I. Baba A. Synlett 2000, 556 12 Hiror R. Miyoshi N. Wada M. Chem. Lett. 2002, 274 13 Firouzabadi H. Iranpoor N. Alinezhad H. Bull. Chem. Soc. Jpn. 2003, 76: 143 14 Sato S. Sakamoto T. Miyazawa E. Kikugawa Y. Tetrahedron 2004, 60: 7899 15 Cho BT. Kang SK. Tetrahedron 2005, 61: 5725 16 Pereyre M. Quintard JP. Rahm A. Tin in Organic Synthesis Butterworths; London: 1987. p.6 17 Abdel-Magid AF. Maryanoff CF. Synlett 1990, 537 18 Kim S. Oh CH. Ko JS. Ahn KH. Kim YJ. J. Org. Chem. 1985, 50: 1927 19 Cho BT. Kang SK. Synlett 2004, 1484 20 Pin L. Jiangqing L. Gonghang L. Xunjun Z. Youji Huaxue 1986, 6: 447 21 Bumgardner CL. Lawton EL. Carver JG. J. Org. Chem. 1972, 37: 407 22 Hutchines RO. Markowitz M. J. Org. Chem. 1981, 46: 3574 23 Gase MB. Perie J. Lattes A. Tetrahedron 1978, 34: 1943 24 Abdel-Magid AF. Maryanoff CF. Carson KC. Tetrahedron Lett. 1990, 31: 5595 25 Gribble GW. Nutaitis CF. Synthesis 1987, 709