90-86-8Relevant articles and documents
Highly Diastereoselective Simmons-Smith Cyclopropanation of Allylic Amines
Aggarwal, Varinder K.,Fang, Guang Yu,Meek, Graham
, p. 4417 - 4420 (2007/10/03)
(Equation presented) Cyclopropanation of allylic tertiary amines using the Simmons-Smith reagent has been achieved by employing chelating groups in close proximity to the amine. The chelating groups promote cyclopropanation at the expense of N-ylide formation. Using pseudoephedrine as the chelating group, high diastereoselectivity is observed.