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Synfacts 2010(8): 0920-0920  
DOI: 10.1055/s-0030-1257820
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

MIDA and BF3K in Rhodium-Catalyzed Stereoselective Addition to Aldimines

Contributor(s): Hisashi Yamamoto, Zhi Li
K. Brak, J. A. Ellman*
University of California, Berkeley, USA
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Publication History

Publication Date:
22 July 2010 (online)

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Significance

Trifluoroborates and N-methylimino­diacetic acid (MIDA) boronates are getting more and more popular as organoboron reagent alternatives. This work compared the two boron reagents in the rhodium(I)-catalyzed diastereoselective addition of boron reagent to N-tert-butane-sulfinyl aldimines in terms of reactivity and selectivity. In most cases MIDA performed better than BF3K counterparts.