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Synfacts 2010(1): 0078-0078
DOI: 10.1055/s-0029-1218512
DOI: 10.1055/s-0029-1218512
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Rhodium-Catalyzed Asymmetric Conjugate Alkynylation
T. Nishimura*, T. Sawano, T. Hayashi*
Kyoto University, Japan
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
21. Dezember 2009 (online)
Significance
The asymmetric conjugate addition of alkynes to an α,β-unsaturated system is an atom-economical synthetic approach which allows the formation of a chiral carbon center in the propargylic position. However, the catalytic asymmetric 1,4-alkynylation of enals has been unknown so far. In this paper, the authors report the first example of this transformation via catalysis by a rhodium complex of chiral DTBM-segphos, which proceeds with high yields and excellent enantioselectivities.