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Synfacts 2010(8): 0914-0914  
DOI: 10.1055/s-0030-1257817
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Rh(II)- and Cu(I)-Catalyzed Si-H Insertion Leading to Chiral Crotylsilanes

Contributor(s): Hisashi Yamamoto, Kimberly Griffin
J. Wu, Y. Chen, J. S. Panek*
Boston University, USA
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Publication History

Publication Date:
22 July 2010 (online)

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Significance

Application of Davies’ Rh2(DOSP)4 complex affords carbene insertions to α-diazo­vinylacetates to give chiral crotylsilanes. These silanes can then be applied under previously reported conditions to yield vinylogous aldol products with high diastereo- and enantioselectivity.