NEW HOMOCHIRAL BINAPHTHOL-MODIFIED ORGANOLANTHANIDE REAGENTS FOR THE ENANTIOSELECTIVE ADDITION TO ALDEHYDES

被引：19

作者：

CHIBALE, K ^{[1
]}

GREEVES, N ^{[1
]}

LYFORD, L ^{[1
]}

PEASE, JE ^{[1
]}

机构：

[1] UNIV LIVERPOOL,DEPT CHEM,ROBERT ROBINSON LABS,LIVERPOOL L69 3BX,ENGLAND

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 12期

关键词：

D O I：

10.1016/S0957-4166(00)82211-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Optically active secondary alcohols were obtained in high chemical yield and optical purity (up to 85% ee) from the lanthanide-mediated enantioselective addition of alkyl nucleophiles to aromatic aldehydes.

引用

页码：2407 / 2410

页数：4

共 20 条

[1]

Bussche-Hunnefeld, Seebach, Tetrahedron, 48, pp. 5719-5730, (1992)

[2]

Duthaler, Hafner, Chem. Rev., 92, pp. 807-832, (1992)

[3]

Noyori, Suga, Kawai, Okada, Kitamura, Enantioselective alkylation of carbonyl compounds. From stoichiometric to catalytic asymmetric induction, Pure and Applied Chemistry, 60, pp. 1597-1606, (1988)

[4]

Noyori, Kitamura, Angew. Chem. Int. Ed. Eng., 30, pp. 49-69, (1991)

[5]

Soai, Niwa, Chem. Rev., 92, pp. 833-856, (1992)

[6]

Imamoto, Kusumoto, Tawarayama, Sugiura, Mita, Hatanaka, Yokoyama, J. Org. Chem., 49, pp. 3904-3912, (1984)

[7]

Imamoto, Takiyama, Nakamura, Hatajima, Kamiya, J. Am. Chem. Soc., 111, pp. 4392-4398, (1989)

[8]

Imamoto, Carbonyl addition reactions promoted by cerium reagents, Pure and Applied Chemistry, 62, pp. 747-752, (1990)

[9]

Bunnelle, Narayanan, CONVERSION OF ESTERS TO ALLYLSILANES: TRIMETHYL(2-METHYLENE-4-PHENYL-3-BUTENYL)SILANE, Organic Syntheses, 69, pp. 89-95, (1990)

[10]

Molander, Chem. Rev., 92, pp. 29-68, (1992)

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