Chiral induction controlled by aggregation of organometallics:: trifluoromethylated aminoalcohols for chiral ligands in Et2Zn alkylation of benzaldehyde

被引：25

作者：

Katagiri, T ^{[1
]}

Fujiwara, Y ^{[1
]}

Takahashi, S ^{[1
]}

Ozaki, N ^{[1
]}

Uneyama, K ^{[1
]}

机构：

[1] Okayama Univ, Dept Appl Chem, Okayama 7008530, Japan

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 09期

关键词：

D O I：

10.1039/b201238c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chiral induction in the reaction of Et2Zn with PhCHO by fluorinated chiral amino alcohols was correlated to the extent of aggregation of Et2Zn species, which was estimated by manometric study.

引用

页码：986 / 987

页数：2

共 39 条

[21] First enantioselective catalyst based on a chiral terpyridine:: synthesis of new C2-symmetric 2,2′:6′,2"-terpyridine ligands and copper-catalyzed enantioselective cyclopropanation of alkenes [J].

Kwong, HL ;

Lee, WS .

TETRAHEDRON-ASYMMETRY, 2000, 11 (11) :2299-2308

[22] Enantioselective addition of diethylzinc to benzaldehyde catalyzed by ferrocenic amino-alcohols combining centered and planar chiralities [J].

Malézieux, B ;

Andrés, R ;

Gruselle, M ;

Rager, MN ;

Thorimbert, S .

TETRAHEDRON-ASYMMETRY, 1999, 10 (17) :3253-3257

[23] COORDINATIONAL BEHAVIOR OF SOLVENT-FREE DIORGANYLZINC COMPOUNDS - THE REMARKABLE X-RAY STRUCTURE OF DIMERIC DIPHENYLZINC [J].

MARKIES, PR ;

SCHAT, G ;

AKKERMAN, OS ;

BICKELHAUPT, F ;

SMEETS, WJJ ;

SPEK, AL .

ORGANOMETALLICS, 1990, 9 (08) :2243-2247

[24] CONTROLLING FACTORS DETERMINING ADDITION AND REDUCTION PRODUCTS IN THE GRIGNARD REACTION OF SUBSTITUTED BENZOPHENONES, ACETOPHENONE AND FLUORENONE WITH ETMGBR [J].

MARUYAMA, K ;

KATAGIRI, T .

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1991, 4 (06) :381-386

[25]

MARUYAMA K, 1989, 39 S ORG REACT JAP A

[26] NEW THIOETHER DERIVATIVES AS CATALYSTS FOR THE ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO BENZALDEHYDE [J].

MEHLER, T ;

MARTENS, J .

TETRAHEDRON-ASYMMETRY, 1994, 5 (02) :207-210

[27] Novel thiazolidine derivatives as chiral catalysts in the enantioselective addition of diethylzinc to aldehydes [J].

Meng, QL ;

Li, YL ;

He, Y ;

Guan, YD .

TETRAHEDRON-ASYMMETRY, 2000, 11 (21) :4255-4261

[28] ENANTIOSELECTIVE ADDITION OF ORGANOMETALLIC REAGENTS TO CARBONYL-COMPOUNDS - CHIRALITY TRANSFER, MULTIPLICATION, AND AMPLIFICATION [J].

NOYORI, R ;

KITAMURA, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1991, 30 (01) :49-69

[29]

Noyori R., 1994, ASYMMETRIC CATALYSIS

[30] Enantioselective addition of diethylzinc to aldehydes with novel chiral C2-symmetric dimeric ligands [J].

Okaniwa, M ;

Yanada, R ;

Ibuka, T .

TETRAHEDRON LETTERS, 2000, 41 (07) :1047-1050

← 1 2 3 4 →