945684-67-3Relevant academic research and scientific papers
Asymmetric Conjugate Addition of Grignard Reagents to 3-Silyl Unsaturated Esters for the Facile Preparation of Enantioenriched β-Silylcarbonyl Compounds and Allylic Silanes
Zhao, Kai,Loh, Teck-Peng
, p. 16764 - 16772 (2016/02/12)
A highly enantioselective conjugate addition of Grignard reagents to 3-silyl unsaturated esters to deliver synthetically useful chiral β-silylcarbonyl compounds was developed. The synthetic value of this methodology was further illustrated by the synthesis of enantioenriched β-hydroxyl esters and the facile access granted to various α-chiral allylic silanes. A plethora of diastereoselective transformations of β-silylenolates were also investigated and afforded manifold organosilanes that contained contiguous stereogenic centers with excellent enantioselectivity.
Enantioselective copper-catalyzed allylic substitution reaction with aminohydroxyphosphine ligand
Yoshikai, Naohiko,Miura, Kotaro,Nakamura, Eiichi
supporting information; experimental part, p. 1014 - 1018 (2009/12/05)
A proline-derived aminohydroxyphosphine ligand induced excellent regio- and enantiose-lectivities (SN2′: SN2>94:6, 94-97% ee) in the copper-catalyzed substitution reaction of cinnamyl phosphates with Et2Zn. A computational
Stereogenic-at-metal Zn- and Al-based N-Heterocyclic Carbene (NHC) complexes as bifunctional catalysts in Cu-free enantioselective allylic alkylations
Lee, Yunmi,Li, Bo,Hoveyda, Amir H.
supporting information; experimental part, p. 11625 - 11633 (2011/02/26)
Investigations detailed herein demonstrate the ability of chiral bidentate N-heterocyclic carbenes to promote directly - without the need for a Cu salt - site- and enantioselective C-C bond forming reactions. Within this context, catalytic allylic alkylat
Enantioselective synthesis of allylsilanes bearing tertiary and quaternary si-substituted carbons through Cu-catalyzed allylic alkylations with alkylzinc and arylzinc reagents
Kacprzynski, Monica A.,May, Tricia L.,Kazane, Stephanie A.,Hoveyda, Amir H.
, p. 4554 - 4558 (2008/09/17)
All sorts of allylsilanes including, for the first time, those that contain a Si-bonded quaternary carbon, were synthesized through efficient and highly enantioselective Cu-catalyzed asymmetric allylic alkylations. Reactions may involve dialkyl- as well as diarylzinc reagents and are promoted by various chiral N-heterocyclic carbene complexes.
