ENANTIOPURE 1-HYDROXYMETHYL-2-DIMETHYLAMINOMETHYLFERROCENE AS EFFICIENT CATALYST IN THE ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES

被引：42

作者：

NICOLOSI, G

PATTI, A

MORRONE, R

PIATTELLI, M

机构：

[1] Ist. del CNR per lo Studio delte Sostanze Naturali di Interesse Allimentare e Chimico-farmaceutico, 95028 Valverde, CT

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 09期

关键词：

D O I：

10.1016/0957-4166(94)80069-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A ferrocenyl amino alcohol possessing only planar chirality has been employed as a catalyst in the enantioselective alkylation of aldehydes with Et(2)Zn. Seven chiral secondary alcohols in 64 similar to 83% e.e. have been prepared.

引用

页码：1639 / 1642

页数：4

共 11 条

[1] ZINC-COMPLEXES OF CHIRAL PHENOLS AS CATALYSTS FOR ENANTIOSELECTIVE ADDITION OF ORGANOZINC REAGENTS TO ALDEHYDES [J].

COREY, EJ ;

HANNON, FJ .

TETRAHEDRON LETTERS, 1987, 28 (44) :5237-5240

[2]

HITSUNO S, 1987, J ORG CHEM, V52, P4140

[3] ENANTIOSELECTIVE ADDITION OF DIALKYLZINCS TO ALDEHYDES PROMOTED BY CHIRAL AMINO-ALCOHOLS - MECHANISM AND NONLINEAR EFFECT [J].

KITAMURA, M ;

OKADA, S ;

SUGA, S ;

NOYORI, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (11) :4028-4036

[4] ENZYME-PROMOTED KINETIC RESOLUTION OF 1-HYDROXYMETHYL-2-DIMETHYLAMINOMETHYLFERROCENE [J].

NICOLOSI, G ;

PATTI, A ;

MORRONE, R ;

PIATTELLI, M .

TETRAHEDRON-ASYMMETRY, 1994, 5 (07) :1275-1280

[5] 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

[6] ENANTIOSELECTIVE ALKYLATION OF CARBONYL-COMPOUNDS - FROM STOICHIOMETRIC TO CATALYTIC ASYMMETRIC INDUCTION [J].

NOYORI, R ;

SUGA, S ;

KAWAI, K ;

OKADA, S ;

KITAMURA, M .

PURE AND APPLIED CHEMISTRY, 1988, 60 (11) :1597-1606

[7]

SCHOGL K, 1967, TOP STEREOCHEM, P39

[8] ENANTIOSELECTIVE ADDITION OF ORGANOZINC REAGENTS TO ALDEHYDES [J].

SOAI, K ;

NIWA, S .

CHEMICAL REVIEWS, 1992, 92 (05) :833-856

[9] A HOMOANNULARLY BRIDGED HYDROXYAMINO FERROCENE AS AN EFFICIENT CATALYST FOR THE ENANTIOSELECTIVE ETHYLATION OF AROMATIC AND ALIPHATIC-ALDEHYDES [J].

WALLY, H ;

WIDHALM, M ;

WEISSENSTEINER, W ;

SCHLOGL, K .

TETRAHEDRON-ASYMMETRY, 1993, 4 (03) :285-288

[10] CHIRAL AUXILIARIES FOR ASYMMETRIC-SYNTHESIS - ENANTIOSELECTIVE ADDITION OF DIALKYLZINCS TO ALDEHYDES CATALYZED BY CHIRAL 1,2-DISUBSTITUTED FERROCENYL AMINO-ALCOHOLS [J].

WATANABE, M ;

ARAKI, S ;

BUTSUGAN, Y ;

UEMURA, M .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (06) :2218-2224

← 1 2 →