Please use this identifier to cite or link to this item: http://nopr.niscair.res.in/handle/123456789/14510
Title: <span style="font-size:12.0pt;font-family: "Times New Roman";mso-fareast-font-family:"Times New Roman";mso-ansi-language: EN-GB;mso-fareast-language:EN-US;mso-bidi-language:AR-SA" lang="EN-GB">Stereocontrolled oxidative additions upon <i style="mso-bidi-font-style:normal">N</i>-alkyl-1,4-dihydropyridines: Synthesis of hexahydrofuro[2,3-<i style="mso-bidi-font-style:normal">b</i>]pyridine derivatives</span>
Authors: Kumar, Rakesh
Kumar, Dhiraj
Prasad, Ashok K
Keywords: 1,4-Dihydropyridines
Tetrahydorpyridines
Enamine
Radical cyclisations
Issue Date: Aug-2012
Publisher: NISCAIR-CSIR, India
Abstract: <i style="mso-bidi-font-style:normal">trans</i>-2-Alkoxy-3-halotetrahydropyridines are synthesized in a very efficient single step by stereo- and regiocontrolled<b style="mso-bidi-font-weight: normal"> </b><i style="mso-bidi-font-style:normal">N</i>-halosuccinimide (NXS) promoted allyl alcohol addition to the enamine group<b style="mso-bidi-font-weight: normal"> </b>in <i style="mso-bidi-font-style:normal">N</i>-alkyl-1,4-dihydropyridines. These compounds have been cyclised using sodium cyanoborohydride in the presence of azobisisobutyronitrile (AIBN) (cat.) and tributylstannane (cat.) affording hexahydrofuro[2,3-<i style="mso-bidi-font-style:normal">b</i>]pyridine derivatives. The bicyclic adducts that formed are useful precursors for further transformations to form biologically active heterocyclic such as alkaloids and azasugars.
Description: 1123-1130
URI: http://hdl.handle.net/123456789/14510
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.51B(08) [August 2012]

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