Zobrazeno 1 - 10
of 66
pro vyhledávání: '"Monomorine I"'
Publikováno v:
Chemistry – A European Journal. 17:3207-3212
The synthesis of pyrrolidine and indolizidine derivatives through radical carboazidation of alkenes with alpha-iodoketones, followed by reductive amination, is described. When properly substituted, further lactamization afforded pyrrolizidinones in g
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ed8df4bfc7d4b5f3dd562ae11dc203a4
https://doi.org/10.1002/chem.201003137
https://doi.org/10.1002/chem.201003137
Publikováno v:
Lapointe, Guillaume; Kapat, Ajoy; Weidner, Karin; Renaud, Philippe (2012). Radical azidation reactions and their application in the synthesis of alkaloids. Pure and applied chemistry, 84(7), pp. 1633-1641. Research Triangle Park, NC: De Gruyter 10.1351/PAC-CON-11-11-21
Recent advances in radical azidation using sulfonyl azides are presented. For instance, radical carboazidation using α-iodoketones, desulfitative carboazidation, and anti-Markovnikov hydroazidation of alkenes are described. These novel methods toler
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3c7be428ea50c07239fbeb0d38e87053
http://doc.rero.ch/record/292270/files/pac-con-11-11-21.pdf
http://doc.rero.ch/record/292270/files/pac-con-11-11-21.pdf
Publikováno v:
Tetrahedron Letters. 52:2054-2057
Indolizidine alkaloids (+)-monomorine I (1) and (−)-indolizidine 195B (2), having cis and trans relationships of the C-3 and C-9 substituents, respectively, were prepared from the sulfinimine-derived chiral building blocks N-sulfinyl δ-amino β-ke
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::33a55e7f0f378608061f0e0817834a75
https://doi.org/10.1016/j.tetlet.2010.10.076
https://doi.org/10.1016/j.tetlet.2010.10.076
Publikováno v:
The Journal of Organic Chemistry. 75:1325-1328
An efficient silver-catalyzed desymmetrization of amino diynes via hydroamination is reported. A variety of functionalized 1-pyrroline derivatives were synthesized in 73% to 88% isolated yields (98% by (1)H NMR in some cases). The usefulness of this
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::21bd2e0bfc2e124d933f678f1de84627
https://doi.org/10.1021/jo902674j
https://doi.org/10.1021/jo902674j
Publikováno v:
Tetrahedron. 64:1663-1670
The syntheses of indolizidine alkaloids, i.e., (±)-coniceine, (±)-indolizidine 167B, (±)-5-butylindolizidine and (±)-monomorine I via Pummerer cyclization are described. The key step is the transformation of lactam sulfoxide to bicyclic lactam vi
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::5b65ab08b4c9644e8a364c4fb9f0dc26
https://doi.org/10.1016/j.tet.2007.12.013
https://doi.org/10.1016/j.tet.2007.12.013
Publikováno v:
European Journal of Organic Chemistry. 1999:3277-3280
A versatile method for the preparation of indolizidine alkaloids from 1-benzyloxy-5-(p-toluenesulfonamido)-3-alken-2-ols as stereodefined key intermediates has been developed. The utility of this approach was demonstrated by the synthesis of (+)-mono
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::dfe1a5bfd1d475309c974eddaa47542c
https://doi.org/10.1002/(sici)1099-0690(199912)1999:12<3277::aid-ejoc3277>3.0.co
https://doi.org/10.1002/(sici)1099-0690(199912)1999:12<3277::aid-ejoc3277>3.0.co
Publikováno v:
Journal of the Chemical Society, Perkin Transactions 1. :1315-1322
Total syntheses of the indolizidine alkaloids monomorine I and indolizidine 223AB have been achieved by starting from the chiral cis-2,5-disubstituted pyrrolidine or cis-2,6-disubstituted piperidine obtained from the asymmetric cleavage of 8-azabicyc
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::4909bf995b9b6eb1e5c5a004d7b25a8b
https://doi.org/10.1039/a607981d
https://doi.org/10.1039/a607981d
Publikováno v:
Acta Chemica Scandinavica. 51:1024-1029
A novel synthesis of (+/-)-monomorine I (1) and (+/-)-indolizidine 195B (2) is described in which the key step is the highly efficient aza-[2,3]-Wittig rearrangement of vinylaziridine 12 into tetrahydropyridine 13. Functional group manipulation then
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3761fa042b0b158ad6c2ce1a14e7dfa6
https://doi.org/10.3891/acta.chem.scand.51-1024
https://doi.org/10.3891/acta.chem.scand.51-1024
ChemInform Abstract: Radical Azidation Reactions and Their Application in the Synthesis of Alkaloids
Publikováno v:
ChemInform. 43
Recent advances in radical azidation using sulfonyl azides are presented. For instance, radical carboazidation using α-iodoketones, desulfitative carboazidation, and anti- Markovnikov hydroazidation of alkenes are described. These novel methods tole
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::17d407b2c0af54a4b2c6bd2dfa0126db
https://doi.org/10.1002/chin.201249257
https://doi.org/10.1002/chin.201249257
Publikováno v:
ChemInform. 42
A radical carboazidation of alkenes with α-iodoketones followed by intramolecular reductive amination reaction is successfully applied to the synthesis of a variety of pyrrolidine and indolizidine alkaloids, e.g. monomorine I (XVII).
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::15ff645af341bc54929a69d925a4a296
https://doi.org/10.1002/chin.201127195
https://doi.org/10.1002/chin.201127195