Darstellung und Reaktionen von 2-Isocyanato-2-alkensäureestern (Aminosäuren ; 18)

Effenberger, Franz; Kühlwein, Jürgen; Baumgartner, Christian

Darstellung und Reaktionen von 2-Isocyanato-2-alkensäureestern (Aminosäuren ; 18)

dc.contributor.author	Effenberger, Franz	de
dc.contributor.author	Kühlwein, Jürgen	de
dc.contributor.author	Baumgartner, Christian	de
dc.date.accessioned	2009-08-28	de
dc.date.accessioned	2016-03-31T07:47:49Z
dc.date.available	2009-08-28	de
dc.date.available	2016-03-31T07:47:49Z
dc.date.issued	1994	de
dc.description.abstract	2-Isocyanato-2-alkenoates 3 were obtained in good yields by the perrhenate-catalyzed decomposition of 2-azidoalkanoates 1 in the presence of diphosgene (2a) or phosgene (2b). Methyl 2-azidopropionate (1h) reacts to give a mixture of methyl 2-isocyanato-2-propenoate (3h) and methyl 2-chloro-2-isocyanatopropionate (4). The addition product 4 could easily be converted into 3h by elimination of HCl with triethylamine at 0°C. With benzyl alcohol (5a) and tert-butyl alcohol (5b) the isocyanates 3 react smoothly to give the corresponding Z- or Boc-protected 2,3-didehydroamino acid esters 6 and 7, respectively. The acrylic acid derivative 3h reacts as dienophile with various dienes to yield the Diels-Alder adducts 8-10.	en
dc.identifier.other	31628324X	de
dc.identifier.uri	http://nbn-resolving.de/urn:nbn:de:bsz:93-opus-44623	de
dc.identifier.uri	http://elib.uni-stuttgart.de/handle/11682/1194
dc.identifier.uri	http://dx.doi.org/10.18419/opus-1177
dc.language.iso	de	de
dc.rights	info:eu-repo/semantics/openAccess	de
dc.subject.classification	Alkene , Aminosäuren	de
dc.subject.ddc	540	de
dc.title	Darstellung und Reaktionen von 2-Isocyanato-2-alkensäureestern (Aminosäuren ; 18)	de
dc.title.alternative	Preparation and reactions of 2-isocyanato-2-alkenoates (Amino acids ; 18)	en
dc.type	article	de
ubs.fakultaet	Fakultät Chemie	de
ubs.institut	Institut für Organische Chemie	de
ubs.opusid	4462	de
ubs.publikation.source	Justus Liebigs Annalen der Chemie (1994), S. 1069-1074. URL http://dx.doi.org./10.1002/jlac.199419941105	de
ubs.publikation.typ	Zeitschriftenartikel	de

Files

Original bundle

Now showing 1 - 1 of 1

Name:: eff253.pdf
Size:: 661.01 KB
Format:: Adobe Portable Document Format

Download

License bundle

Now showing 1 - 1 of 1

Name:: license.txt
Size:: 1021 B
Format:: Plain Text
Description:

Download

Collections

03 Fakultät Chemie