Synfacts 2011(3): 0292-0292  
DOI: 10.1055/s-0030-1259471
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Chromium-Catalyzed Enantioselective Alkynylation of Aldehydes

Contributor(s): Mark Lautens, Norman Nicolaus
D. L. Usanov, H. Yamamoto*
The University of Chicago, USA
Further Information

Publication History

Publication Date:
16 February 2011 (online)

Significance

The preparation of enantiomerically pure propargyl alcohols is an important task since they are useful and versatile building blocks in ­organic synthesis. Herein, the authors describe the first example of an asymmetric chromium-­catalyzed alkynylation of aldehydes 1 with 1-halo­alkynes 2 towards chiral propargylic alcohols of type 3 in high yields and good to excellent enantioselectivities (up to 92% ee).