1269141-77-6Relevant articles and documents
Synthesis of Isothiocineole and Application in Multigram-Scale Sulfur Ylide Mediated Asymmetric Epoxidation and Aziridination
Fearraigh, Martin P. ó,Matlock, Johnathan V.,Illa, Ona,McGarrigle, Eoghan M.,Aggarwal, Varinder K.
, p. 3337 - 3343 (2018)
The synthesis of the chiral sulfide isothiocineole from limonene and elemental sulfur on multi-gram scale and its alkylation to make >50 g of the corresponding benzylsulfonium salt are described. The application of this salt to the sulfur ylide-mediated asymmetric epoxidation of aldehydes and the asymmetric aziridination of imines on a >5 g scale is demonstrated.
Stereospecific ring expansion of chiral vinyl aziridines
Brichacek, Matthew,Navarro Villalobos, Mauricio,Plichta, Alexandra,Njardarson, Jon T.
supporting information; experimental part, p. 1110 - 1113 (2011/04/25)
In this report, it is demonstrated that chiral vinyl aziridines can be stereospecifically ring expanded. This synthetic approach allows controlled access to chiral 2,5-cis-or 2,5-trans-3-pyrroline products from starting materials with the appropriate aziridine geometry. Twenty three ring expansion examples, most of which feature a stereospecific cyclization, are presented.(Figure Presented)
