[Pd(Ar-BIAN)(alkene)]-Catalyzed Highly Chemo-, Regio-, and Stereoselective Semihydrogenation of 1,2-Allenyl Phosphonates and Related Compounds

Often elusive, trisubstituted (Z)‐1‐alkenyl phosphonates can be prepared by the semihydrogenation of allenyl phosphonates in the presence of Pd complex 1. This reaction, which occurs in high yield with high chemo‐, regio‐, and stereoselectivity, can be extended to related functionalized allenes and...

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Veröffentlicht in:Angewandte Chemie International Edition 2006-07, Vol.45 (30), p.4997-5000
Hauptverfasser: Guo, Hao, Zheng, Zilong, Yu, Fei, Ma, Shengming, Holuigue, Alexandre, Tromp, Dorette S., Elsevier, Cornelis J., Yu, Yihua
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Sprache:eng
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Zusammenfassung:Often elusive, trisubstituted (Z)‐1‐alkenyl phosphonates can be prepared by the semihydrogenation of allenyl phosphonates in the presence of Pd complex 1. This reaction, which occurs in high yield with high chemo‐, regio‐, and stereoselectivity, can be extended to related functionalized allenes and the corresponding Z alkene products (see scheme). R1=H, alkyl, aryl, benzyl; R2,R3=H, alkyl; FG=P(O)(OR)2, P(O)Ph2, SO2Ph, COOEt.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200601366