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Novel Highly Efficient P-Chiral Ferrocenylimino Diamidophosphite Ligands for Pd-Catalysed Asymmetric Allylation

✍ Scribed by Vasily N. Tsarev; Sergey E. Lyubimov; Oleg G. Bondarev; Alexander A. Korlyukov; Mikhail Yu. Antipin; Pavel V. Petrovskii; Vadim A. Davankov; Alexei A. Shiryaev; Eduard B. Benetsky; Pavel A. Vologzhanin; Konstantin N. Gavrilov

Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
159 KB
Volume
2005
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

Novel P*‐chiral P,N‐bidentate ligands were synthesized by treatment of ferrocene‐based imino alcohols with chlorophosphites derived from (S)‐2‐anilinomethylpyrrolidine or (S)‐prolinol. Metal chelate complexes with the ligands – [Rh(CO)(PN)Cl] and [Pd(PN)(allyl)]^+^X^–^ (X^–^ = BF~4~^–^, Cl^–^, I^–^, CH~12~B~11~^–^) – were obtained and all new compounds were fully characterized by ^1^H, ^13^C, ^31^P NMR, IR, MS (EI, CI, FAB, ESI and plasma desorption techniques) and X‐ray analysis (imino alcohol 2d and complex 7). P*‐Chiral diamidophosphites gave up to 97 % ee in the Pd‐catalysed allylic substitution of 1,3‐diphenylallyl acetate with dimethyl malonate and para‐toluenesulfinate. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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