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Highly Selective Rhodium-Catalyzed Conjugate Addition Reactions of 4-Oxobutenamides

Jamie L. Zigterman, Jacqueline C. S. Woo, Shawn D. Walker, Jason S. Tedrow,* Christopher J. Borths, Emilio E. Bunel and Margaret M. Faul

*Chemical Process Research and Development, Amgen Inc., Thousand Oaks, California 91320-1799, Email: jtedrowamgen.com

J. L. Zigterman, J. C. S. Woo, S. D. Walker, J. S. Tedrow, C. J. Borths, E. E. Bunel, M. M. Faul, J. Org. Chem., 2007, 72, 8870-8876.

DOI: 10.1021/jo701682c (free Supporting Information)


Abstract

Rhodium-catalyzed conjugate addition of arylboronic acids to various 4-oxobutenamides provides oxobutanamides with high regio- and enantioselectivity and good yields in the presence of sterically demanding P-chiral diphosphines, such as Tangphos or Duanphos.

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Key Words

Conjugate Addition


ID: J42-Y2007-3560