Title

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

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