1187486-49-2Relevant academic research and scientific papers
Tetrahydro-1,3-oxazepines via Intramolecular Amination of Cyclopropylmethyl Cation
Skvorcova, Marija,Grigorjeva, Liene,Jirgensons, Aigars
, p. 2902 - 2904 (2015/06/30)
An efficient synthesis of tetrahydro-1,3-oxazepines was developed involving the regioselective intramolecular amination of cyclopropylmethyl cation. The cation was generated by the abstraction of one imidate group in bis-imidate bearing a carbocation-stabilizing substituent. Using 1,1,2,3-tetrasubstituted cyclopropane substrates, highly diastereoselective intramolecular amination to trans-tetrahydro-1,3-oxazepines was achieved. The resulting tetrahydro-1,3-oxazepines were transformed to the homoallylamine derivatives in high yields.
trans-directing ability of the amide group: Enabling the enantiocontrol in the synthesis of 1,1-dicarboxy cyclopropanes. Reaction development, scope, and synthetic applications
Marcoux, David,Goudreau, Sebastien R.,Charette, Andre B.
supporting information; experimental part, p. 8939 - 8955 (2010/03/02)
(Chemical Equation Presented) In this article, we describe our efforts toward the enantioselective formation of 1,1-cyclopropane diesters via the metal-catalyzed cyclopropanation of olefins. The strategies envisioned to achieve such a goal are discussed a
Preparation of both enantiomers of cyclopropane derivatives from the reaction of vinyl selenones with di-(-)-bornyl malonate
Bagnoli, Luana,Scarponi, Catalina,Testaferri, Lorenzo,Tiecco, Marcello
experimental part, p. 1506 - 1514 (2009/12/01)
The reaction of vinyl selenones with di-(-)-bornyl malonate and sodium hydride occurred with low diastereoselectivity and afforded a mixture of two diastereomeric cyclopropane derivatives in comparable yields. These, however, could be easily separated by chromatography. Removal of the bornyl group afforded highly enantiomerically enriched cyclopropanes. An example of the simple conversions of these cyclopropanes into useful cyclopropane α-amino acids is also illustrated. The syntheses of several vinyl selenides and selenones are also described.
