What is it about?
The base-induced asymmetric [2,3] Stevens rearrangement of N-cinnamyl tetraalkylammonium ylides derived from L-alanine amides that proceeds via a double axially chiral intermediate to afford the corresponding α-substituted alanine derivatives with high enantio- and diastereoselectivities.
Why is it important?
The first example of asymmetric Stevens rearrangement via memory of chirality (MOC).
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This page is a summary of: Double axial chirality promoted asymmetric [2,3] Stevens rearrangement of N-cinnamyl l-alanine amide-derived ammonium ylides, Chemical Communications, January 2014, Royal Society of Chemistry, DOI: 10.1039/c4cc02536a.
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