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Palladium-catalyzed asymmetric allylations of aldehydes via (S)-proline allyl ester enamines

✍ Scribed by Kunio Hiroi; Jun Abe; Kyoko Suya; Shuko Sato

Book ID: 104229666
Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 238 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)99514-5

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✦ Synopsis

Treatment of chiral enamine 3, derived from (S)-proline ally1 ester (I_) and 2-phenylpropionaldehyde (z), with tetrakis(triphenylphosphine)palladium provided (R)-(-)-2-methyl-2-phenyl-4-pentenylaldehyde (2) with high enantiomeric excess. The mechanism for this asymmetric induction is discussed.

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