Organic letters

… -carbon bond-forming enantioselective synthesis of chiral organosilicon compounds by Rhodium/chiral diene-catalyzed asymmetric 1, 4-addition reaction

R Shintani, K Okamoto, T Hayashi

Index: Shintani, Ryo; Okamoto, Kazuhiro; Otomaru, Yusuke; Ueyama, Kazuhito; Hayashi, Tamio Journal of the American Chemical Society, 2005 , vol. 127, # 1 p. 54 - 55

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Citation Number: 89

Abstract

A new synthetic method for chiral organosilicon compounds through a rhodium-catalyzed asymmetric 1, 4-addition of arylboronic acids to β-silyl α, β-unsaturated carbonyl compounds has been developed. By employing (R, R)-Bn-bod* as a ligand, a range of arylboronic acids can be coupled with these substrates in very high enantiomeric excess. The resulting β-silyl 1, 4-adducts can be converted to β-hydroxy carbonyl compounds or allylsilanes while ...