Full metadata record
DC FieldValueLanguage
dc.contributor.authorChanda, Kaushiken_US
dc.contributor.authorChou, Cheng-Tingen_US
dc.contributor.authorLai, Jin-Jien_US
dc.contributor.authorLin, Shu-Fenen_US
dc.contributor.authorYellol, Gorakh S.en_US
dc.contributor.authorSun, Chung-Mingen_US
dc.date.accessioned2014-12-08T15:11:40Z-
dc.date.available2014-12-08T15:11:40Z-
dc.date.issued2011-05-01en_US
dc.identifier.issn1381-1991en_US
dc.identifier.urihttp://dx.doi.org/10.1007/s11030-010-9284-zen_US
dc.identifier.urihttp://hdl.handle.net/11536/8953-
dc.description.abstractThe Pictet-Spengler reaction, using polyethylene glycol immobilized tryptophan ester with a variety of ketones, was achieved by refluxing condition in acidic chloroform. The linear as well as cyclic ketones were employed. All the ketones were reacted within 6-8 h to furnish soluble polymer-supported tetrahydro-beta-carboline in good yields. Further expansion at N-terminus of tetrahydro-beta-carbolines was achieved through a reaction with chloroacetyl chloride. Finally, the 2,5-diketopiperazine skeleton was constructed over a beta-carboline by amination of the resulting N-chloroacetamides and subsequent intramolecular cyclization leading to cleavage of the polymer; constitutes a traceless synthesis of tetracyclic molecular architecture. Significantly, this strategy affords a straightforward and efficient approach for the construction of biological promising molecules with high purity and good yields.en_US
dc.language.isoen_USen_US
dc.subjectPictet-Spengler reactionen_US
dc.subjectSoluble polymer-supported synthesisen_US
dc.subjectPolyethylene glycolen_US
dc.subjectDiketopiperazineen_US
dc.subjectTetrahydro-beta-carbolinesen_US
dc.titleTraceless synthesis of diketopiperazine fused tetrahydro-beta-carbolines on soluble polymer supporten_US
dc.typeArticleen_US
dc.identifier.doi10.1007/s11030-010-9284-zen_US
dc.identifier.journalMOLECULAR DIVERSITYen_US
dc.citation.volume15en_US
dc.citation.issue2en_US
dc.citation.spage569en_US
dc.citation.epage581en_US
dc.contributor.department應用化學系zh_TW
dc.contributor.departmentDepartment of Applied Chemistryen_US
dc.identifier.wosnumberWOS:000290042900026-
dc.citation.woscount2-
Appears in Collections:Articles


Files in This Item:

  1. 000290042900026.pdf

If it is a zip file, please download the file and unzip it, then open index.html in a browser to view the full text content.