Prins cyclization of α-bromoethers under basic conditions

P Arpin, B Hill, R Larouche-Gauthier…

Index: Arpin, Patrice; Hill, Bryan; Larouche-Gauthier, Robin; Spino, Claude Canadian Journal of Chemistry, 2013 , vol. 91, # 12 p. 1193 - 1201

Full Text: HTML

Citation Number: 1

Abstract

α-Bromoethers have been found to undergo Prins-type cyclization under basic conditions and without the need to add a promoter. The products are those derived from a Markovnikov addition on the pendant alkene. However, the stereochemistry and even the structure of the products sometimes differ from those expected with the classical Lewis-acid-catalyzed Prins reaction of acetals.

Related Articles:

Phosphinalkylene, 51; Synthese und Reaktionen von [1-(Trialkylsilyl) alkyliden] triphenylphosphoranen

[Bestmann; Bomhard; Dostalek; Pichl; Riemer; Zimmermann Synthesis, 1992 , # 8 p. 787 - 792]

Synthesis of γ, δ,-unsaturated α-amino acids from allylsilanes and glycidyl cation equivalents

[Mooiweer, Hendrik H.; Hiemstra, Henk; Speckamp, W. Nico Tetrahedron, 1989 , vol. 45, # 14 p. 4627 - 4636]

More Articles...