Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5287201 | Tetrahedron Letters | 2007 | 4 Pages |
Abstract
Catalytic asymmetric Michael reactions of a malonate to acyclic α,β-unsaturated N-acylpyrroles as ester equivalent acceptors are described. A La(O-iPr)3/(S,S)-linked-BINOL complex, which is suitable for Michael addition to cyclic enones, is not suitable for acyclic α,β-unsaturated N-acylpyrroles. A new (S,S)-Ph-linked-BINOL chiral ligand was developed to improve enantioselectivity, and a La(O-iPr)3/(S,S)-Ph-linked-BINOL complex with the addition of HFIP afforded Michael adducts in good yield and enantioselectivity (up to 96% ee).
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
So-Young Park, Hiroyuki Morimoto, Shigeki Matsunaga, Masakatsu Shibasaki,