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Planar chiral mimetics. A new approach to ligand design for asymmetric catalysis

✍ Scribed by Geraint Jones; David C.D Butler; Christopher J Richards

Book ID: 104211262
Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 157 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01715-9

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✦ Synopsis

S)-Serine methyl ester is readily transformed into 4-(hydroxymethyl)oxazoline ligands containing either a 2-(h 5 -cyclopentadienyl)(h 4 -tetraphenylcyclobutadiene)cobalt or a 2-(1,2,3,4,5-pentaphenyl)-ferrocene substituent. The influence of the bulky metallocenes result in these ligands mimicking planar chirality, as demonstrated by their catalysis of the addition of diethylzinc to benzaldehyde resulting in (R)-1-phenylpropanol (75% e.e.).

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