The practical stereocontrolled synthesis of vicinal halohydrins and haloamines from vinyl epoxides and vinyl aziridines
Document Type
Article
Publication Date
10-5-2016
Department
Department of Chemistry
Abstract
A new metal-free method is reported for the stereocontrolled opening of vinyl epoxides using boron trichloride or tribromide to yield the corresponding vicinal chlorohydrins and bromohydrins with high regioselectivities and exclusive diastereoselectivity. Synthesis of vicinal haloamines from vinyl aziridines was also demonstrated under the same conditions.
Publication Title
Tetrahedron Letters
Recommended Citation
Weseliński, Ł. J.,
Grillo, M.,
&
Tanasova, M.
(2016).
The practical stereocontrolled synthesis of vicinal halohydrins and haloamines from vinyl epoxides and vinyl aziridines.
Tetrahedron Letters,
57(40), 4477-4479.
http://doi.org/10.1016/j.tetlet.2016.08.070
Retrieved from: https://digitalcommons.mtu.edu/michigantech-p/1308