Synfacts 2008(7): 0729-0729  
DOI: 10.1055/s-2008-1077850
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Conjugate Addition to Nitroalkenes and Nitroacrylates

Contributor(s): Hisashi Yamamoto, Pingfan Li
K. Wakabayashi, K. Aikawa, S. Kawauchi, K. Mikami*
Tokyo Institute of Technology, Japan
Further Information

Publication History

Publication Date:
20 June 2008 (online)

Significance

Copper-catalyzed conjugate addition reactions to nitroalkenes and nitroacrylates are well established methods to access chiral amino derivatives, in which BINOL-based phosphor­amidite ligands were shown to be excellent catalysts. The present work, however, shows that by taking advantage of instant chirality control of flexible diphenylmethane-based phosphoramidite ligands, even better reactivity and asymmetric induction can be achieved. Catalyst self-adaptation might find wider applications in other types of reactions.