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ChemInform Abstract: Modular Access to the Stereoisomers of Fused Bicyclic Azepines: Rhodium-Catalyzed Intramolecular Stereospecific Hetero-[5 + 2] Cycloaddition of Vinyl Aziridines and Alkenes
- Source :
- ChemInform. 47
- Publication Year :
- 2016
- Publisher :
- Wiley, 2016.
-
Abstract
- The first rhodium-catalyzed intramolecular hetero-[5+2] cycloaddition reaction of vinyl aziridines and alkenes was realized, wherein both internal and terminal alkenes were applicable. With this method, a variety of unique substituted chiral fused bicyclic azepines, bearing multiple contiguous stereogenic centers, were facilely accessed in a straightforward, high-yielding, and highly stereoselective manner under mild reaction conditions. Notably, the E/Z geometry of the CC bonds in the vinyl aziridine-alkene substrates impact the cis/trans stereochemistry of the cycloadducts and up to six stereoisomers could be delivered.
Details
- ISSN :
- 09317597
- Volume :
- 47
- Database :
- OpenAIRE
- Journal :
- ChemInform
- Accession number :
- edsair.doi...........1dade7a708dea7052629c9a806c5b572