| dc.contributor.author | Liu, Fan | |
| dc.contributor.author | Movassaghi, Mohammad | |
| dc.date.accessioned | 2017-06-15T17:45:06Z | |
| dc.date.available | 2017-06-15T17:45:06Z | |
| dc.date.issued | 2014-09 | |
| dc.date.submitted | 2014-08 | |
| dc.identifier.issn | 00404039 | |
| dc.identifier.uri | http://hdl.handle.net/1721.1/109894 | |
| dc.description.abstract | A series of tryptamine derived bisindole substrates were subjected to electrophilic activation of the func-tional grouping at their [alpha]-nitrogen in the form of iminium ions to enable cyclization onto the sterically hindered indole substructure. Our observations regarding divergent cyclization outcomes using electronically distinct bisindole substrates are described. Surprising preference for the Friedel–Crafts alkylation reaction and evidence for an intriguing reversible spirocyclization are discussed. | en_US |
| dc.description.sponsorship | National Institute of General Medical Sciences (U.S.) (GM074825) | en_US |
| dc.description.sponsorship | National Institute of General Medical Sciences (U.S.) (GM089732) | en_US |
| dc.description.sponsorship | Massachusetts Institute of Technology. Undergraduate Research Opportunities Program | en_US |
| dc.description.sponsorship | Howard Hughes Medical Institute (Summer Fellowship in Chemical Biology) | en_US |
| dc.description.sponsorship | Novartis Undergraduate Summer Fellowship | en_US |
| dc.language.iso | en_US | |
| dc.publisher | Elsevier | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1016/j.tetlet.2014.09.022 | en_US |
| dc.rights | Creative Commons Attribution-NonCommercial-NoDerivs License | en_US |
| dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | en_US |
| dc.source | PMC | en_US |
| dc.title | Electrophilic carbonyl activation: competing condensative cyclizations of tryptamine derivatives | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Liu, Fan, and Mohammad Movassaghi. “Electrophilic Carbonyl Activation: Competing Condensative Cyclizations of Tryptamine Derivatives.” Tetrahedron Letters 56, no. 23 (June 2015): 2995–3000. | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.contributor.mitauthor | Liu, Fan | |
| dc.contributor.mitauthor | Movassaghi, Mohammad | |
| dc.relation.journal | Tetrahedron Letters | en_US |
| dc.eprint.version | Author's final manuscript | en_US |
| dc.type.uri | http://purl.org/eprint/type/JournalArticle | en_US |
| eprint.status | http://purl.org/eprint/status/PeerReviewed | en_US |
| dspace.orderedauthors | Liu, Fan; Movassaghi, Mohammad | en_US |
| dspace.embargo.terms | N | en_US |
| dc.identifier.orcid | https://orcid.org/0000-0003-3080-1063 | |
| mit.license | PUBLISHER_CC | en_US |
