Asymmetric 1,4-Addition of Organosiloxanes to α,β-Unsaturated Carbonyl Compounds Catalyzed by a Chiral Rhodium Complex
Shuichi Oi*, Akio Taira, Yoshio Honma and Yoshio Inoue
*Department of Materials Chemistry, Graduate School of Engineering, Tohoku University, Sendai 980-8579, Japan, Email: oishuaporg.che.tohoku.ac.jp
S. Oi, A. Taira, Y. Honma, Y. Inoue, Org. Lett., 2003, 5, 97-99.
DOI: 10.1021/ol0272904 (free Supporting Information)
A conjugate addition of organosiloxanes to α,β-unsaturated carbonyl compounds catalyzed by a cationic rhodium complex generated from [Rh(cod)(MeCN)2]BF4 and (S)-BINAP in dioxane/water gave products in good yields and excellent enantioselectivities.
see article for more examples
proposed transistion states
Conjugate Addition of Organosiloxanes to α,β-Unsaturated Carbonyl Compounds Catalyzed by a Cationic Rhodium Complex
S. Oi, Y. Honma, Y. Inoue, Org. Lett., 2002, 4, 667-669.
Carbonyl Compounds, Carboxylic Compounds, Arenes, Alkenes, Siloxanes