Synlett, Table of Contents LETTER© Georg Thieme Verlag Stuttgart · New YorkOne-Pot Reductive Amination of Aldehydes and Ketones Using N-Methylpiperidine Zinc Borohydride (ZBNMPP) as a New Reducing AgentHeshmatollah Alinezhad*, Mahmoud Tajbakhsh*, Reza ZamaniDepartment of Chemistry, Mazandaran University, Babolsar, IranFax: +98(112)5242002; e-Mail: heshmat@umz.ac.ir; Recommend Article Abstract Buy Article All articles of this category 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 Full Text References References <A NAME="RD26605ST-1A">1a</A> Baxter EW. Reitz AB. Org. React. 2002, 59: 1 <A NAME="RD26605ST-1B">1b</A> Hutchin RO. Natale NR. Org. Prep. Proced. Int. 1979, 11: 201 <A NAME="RD26605ST-1C">1c</A> Lane CF. Synthesis 1975, 135 <A NAME="RD26605ST-2A">2a</A> Borch RF. Hassid AI. J. Org. Chem. 1972, 37: 1673 <A NAME="RD26605ST-2B">2b</A> Borch RF. Bernstien MD. Durst HD. J. Am. Chem. Soc. 1971, 93: 2897 <A NAME="RD26605ST-3A">3a</A> Abdel-Magid AF. Carson KG. Harris BD. Maryanoff CA. Shah RD. J. Org. Chem. 1996, 61: 3849 <A NAME="RD26605ST-3B">3b</A> Beshore DC. Dinsomere CJ. Org. Lett. 2002, 4: 1201 <A NAME="RD26605ST-3C">3c</A> Zhang J. Blazecka PG. Davidson JG. Org. Lett. 2003, 5: 553 <A NAME="RD26605ST-4A">4a</A> Bomann MD. Guch IC. DiMare M. J. Org. Chem. 1995, 60: 5995 <A NAME="RD26605ST-4B">4b</A> Pelter A. Rosser M. Mills S. J. Chem. Soc., Perkin Trans. 1 1984, 717 <A NAME="RD26605ST-5">5</A> Yoon NM. Kim EG. Son HS. Choi J. Synth. Commun. 1993, 23: 1595 <A NAME="RD26605ST-6A">6a</A> Kotsuki H. Yoshimura N. Kadota I. Ushio Y. Ochi M. Synthesis 1990, 401 <A NAME="RD26605ST-6B">6b</A> Bhattacharyya S. Chatterjee A. Williamson JS. Synth. Commun. 1997, 27: 4265 <A NAME="RD26605ST-6C">6c</A> Ranu BC. Majee A. Sakar A. J. Org. Chem. 1998, 63: 370 <A NAME="RD26605ST-7A">7a</A> Miriyala B. Bhattacharyya S. Williamson JS. Tetrahedron 2004, 60: 1463 <A NAME="RD26605ST-7B">7b</A> Kumpaty HJ. Williamson JS. Bhattacharyya S. Synth. Commun. 2003, 33: 1411 <A NAME="RD26605ST-7C">7c</A> Neidigh KA. Avery MA. Williamson JS. Bhattacharyya S. J. Chem. Soc., Perkin Trans. 1 1998, 2527 <A NAME="RD26605ST-7D">7d</A> Bhattacharyya S. J. Org. Chem. 1995, 60: 4928 <A NAME="RD26605ST-7E">7e</A> Bhattacharyya S. Chatterjee A. Williamson JS. Synlett 1995, 1079 <A NAME="RD26605ST-8">8</A> Base JW. Lee SH. Cho YJ. Yoon CM. J. Chem. Soc., Perkin Trans. 1 2000, 145 <A NAME="RD26605ST-9">9</A> Varma RS. Dahiya R. Tetrahedron 1998, 54: 6293 <A NAME="RD26605ST-10">10</A> Apodaca R. Xiao W. Org. Lett. 2001, 3: 1754 <A NAME="RD26605ST-11">11</A> Suwa T. Sugiyama E. Shibata I. Baba A. Synlett 2000, 556 <A NAME="RD26605ST-12">12</A> Hiror R. Miyoshi N. Wada M. Chem. Lett. 2002, 274 <A NAME="RD26605ST-13">13</A> Firouzabadi H. Iranpoor N. Alinezhad H. Bull. Chem. Soc. Jpn. 2003, 76: 143 <A NAME="RD26605ST-14">14</A> Sato S. Sakamoto T. Miyazawa E. Kikugawa Y. Tetrahedron 2004, 60: 7899 <A NAME="RD26605ST-15">15</A> Cho BT. Kang SK. Tetrahedron 2005, 61: 5725 <A NAME="RD26605ST-16">16</A> Pereyre M. Quintard JP. Rahm A. Tin in Organic Synthesis Butterworths; London: 1987. p.6 <A NAME="RD26605ST-17">17</A> Abdel-Magid AF. Maryanoff CF. Synlett 1990, 537 <A NAME="RD26605ST-18">18</A> Kim S. Oh CH. Ko JS. Ahn KH. Kim YJ. J. Org. Chem. 1985, 50: 1927 <A NAME="RD26605ST-19">19</A> Cho BT. Kang SK. Synlett 2004, 1484 <A NAME="RD26605ST-20">20</A> Pin L. Jiangqing L. Gonghang L. Xunjun Z. Youji Huaxue 1986, 6: 447 <A NAME="RD26605ST-21">21</A> Bumgardner CL. Lawton EL. Carver JG. J. Org. Chem. 1972, 37: 407 <A NAME="RD26605ST-22">22</A> Hutchines RO. Markowitz M. J. Org. Chem. 1981, 46: 3574 <A NAME="RD26605ST-23">23</A> Gase MB. Perie J. Lattes A. Tetrahedron 1978, 34: 1943 <A NAME="RD26605ST-24">24</A> Abdel-Magid AF. Maryanoff CF. Carson KC. Tetrahedron Lett. 1990, 31: 5595 <A NAME="RD26605ST-25">25</A> Gribble GW. Nutaitis CF. Synthesis 1987, 709