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Two-fold amino acid-based chiral aminophosphine–oxazolines and use in asymmetric allylic alkylation

✍ Scribed by Catherine Blanc; Jérôme Hannedouche; Francine Agbossou-Niedercorn

Book ID: 104254175
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 204 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)01561-2

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✦ Synopsis

Chiral aminophosphine-oxazoline ligands derived from two different amino acids (tetrahydroisoquinoline carboxylic acid and proline) have been synthesized and examined as chiral auxiliaries in asymmetric allylic alkylation of three substrates. Stereoisomers 1a and 2a are providing the highest enantioselectivities (up to 94% ee) in the allylation of diphenylpropenyl acetate.

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