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Synfacts 2006(10): 1017-1017  
DOI: 10.1055/s-2006-949281
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Highly Selective Semihydrogenation of Allene Derivatives

Contributor(s): Mark Lautens, Yann Béthuel
H. Guo, Z. Zheng, F. Yu, S. Ma*, A. Holuigue, D. S. Tromp, C. J. Elsevier*, Y. Yu
Shanghai Institute of Organic Chemistry and East China Normal University Shanghai, P. R. of China; University of Amsterdam, The Netherlands
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Publikationsdatum:
21. September 2006 (online)

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Significance

Allenes are very important scaffolds in organic chemistry and have been widely used as intermediates for the synthesis of biologically relevant compounds (see book below). Despite many attempts, their selective hydrogenation remains a difficult task. In the present paper, the authors apply the catalyst system that they use for alkyne hydrogenation (M. W. v. Laren, C. J. Else­vier Angew. Chem. Int. Ed. 1999, 38, 3715-3717) to the selective semihydrogenation of 1,2-allenyl phosphonates.