Catalytic Asymmetric Phenyl Addition of PhTi (OiPr)3 to 2’-Acetonaphthone by Titanium Catalyst of Disulfonamide Ligands

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Title:	Catalytic Asymmetric Phenyl Addition of PhTi (OiPr)3 to 2’-Acetonaphthone by Titanium Catalyst of Disulfonamide Ligands
Authors:	Chao-Chi Shu Han-Mou Gau
Contributors:	Department of Chemistry, National Chung Hsing University
Date:	2008-07
Issue Date:	2017-12-04 15:55:22 (UTC+8)
Abstract:	One of the most important challenges in organic synthesis is the enantioselective synthesis of chiral compounds with the quaternary stereocenter. There are a few reports of asymmetric catalytic aryl additions of organometallic reagents to ketones. Recently, we reported asymmetric AlAr3 (THF) additions to ketones catalyzed by titanium cataysts of chiral C2-symmetric ligands. We found that the disulfonamide ligand derived from camphor has shown excellent enantioselectivities in aryl addition to ketones. Thus, in this study, we prepared a series of disulfonamid derivatives of trans-1,2-diaminocyclohexane as ligands in titanium-catalyzed asymmetric phenyl addition reactions. The enantioselective phenylations of 2’-acetonaphthone were successfully performed using the phenyltitanium reagent, magnesium bromide and disulfonamides ligands 1-10, giving the enantiomeric excesses of the product up to 96%.
Relation:	第五屆海峽化學、生物及材料研討會，起迄日：2008/07/21-2008/07/22，地點：嘉南藥理科技大學
Appears in Collections:	[Pharmacy and Science] The 5rh Conference of Channel-bridge Chemistry, Biology and materal Science

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