Transformation of Linear Alkenyl N-Alkoxy Carbamates into Cyclic Bromo Carbonates.

Abstract

We present a protocol for the facile conversion of linear alkenyl N-alkoxy carbamates into cyclic bromo carbonates. The reaction is operationally simple, uses widely available, inexpensive reagents, and requires no rigorous exclusion of air or moisture. A broad range of functional groups is compatible, and the reaction diastereoselectivities range from good to excellent. The reactions are scalable, and the product carbonates can be further transformed.