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Synfacts 2010(11): 1279-1279  
DOI: 10.1055/s-0030-1258589
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Preparation and Diastereoselective Additions of Organoaluminum Reagents

Contributor(s): Mark Lautens, David A. Candito
L.-N. Guo, H. Gao, P. Mayer, P. Knochel*
Ludwig-Maximilians-Universität München, Germany
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Publikationsdatum:
21. Oktober 2010 (online)

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Significance

The authors report on the preparation of various propargylic or allenic organoalu­minum reagents via direct insertion of elemental aluminum into propargyl bromides in the presence of lead chloride catalyst under mild conditions. Addition reactions of the in situ generated organo­aluminum reagents were demonstrated to be ­generally high-yielding and highly selective in ­certain cases.