CECL3-MEDIATED ADDITION OF GRIGNARD-REAGENTS TO 1,3-DIKETONES

被引：35

作者：

BARTOLI, G

MARCANTONI, E

PETRINI, M

机构：

[1] Dipartimento di Scienze Chimiche, Università Camerino, I-62032, via S. AGostino

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1993年 / 32卷 / 07期

关键词：

D O I：

10.1002/anie.199310611

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Beta-hydroxyketones 2 form in good yields by CeCl3-mediated addition of Grignard compounds to 1,3-diketones (1). In this chemoselective reaction, a complex from 1 and CeCl3 is presumably formed initially, which is then attacked at the sterically less hindered CO group by the R''MgX. (R'' = Me, Ph, nPr, H2C=CH, H2C=CHCH2).

引用

页码：1061 / 1062

页数：2

共 22 条

[1] STEREOSELECTIVE CARBON-CARBON BOND FORMATION - GAMMA-ALKYLATION OF LITHIUM DIANION OF CHIRAL CYCLIC BETA-ENAMINO KETONES
BARTOLI, G
CIMARELLI, C
PALMIERI, G
RAFAIANI, G
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (06) : 719 - 722
[2] REACTION OF DIANIONS OF ACYCLIC BETA-ENAMINO KETONES WITH ELECTROPHILES .2. OXIRANES - SYNTHESIS OF GAMMA'-HYDROXY-BETA-ENAMINO AND EPSILON-HYDROXY-BETA-ENAMINO KETONES AND OF ALPHA-TETRAHYDROFURYLIDENE KETONES
BARTOLI, G
BOSCO, M
CIMARELLI, C
DALPOZZO, R
PALMIERI, G
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (16): : 2095 - 2100
[3] SELECTIVITY IN C-ALKYLATION OF DIANIONS OF ACYCLIC BETA-ENAMINO KETONES
BARTOLI, G
BOSCO, M
CIMARELLI, C
DALPOZZO, R
GUERRA, M
PALMIERI, G
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (04): : 649 - 655
[4] MIXED-LIGAND LANTHANIDE ORGANOMETALLICS INVOLVING CYCLOPENTADIENYL AND CLASSICAL LIGANDS
BIELANG, G
FISCHER, RD
[J]. INORGANICA CHIMICA ACTA, 1979, 36 (01) : L389 - L390
[5] BRYSON TA, 1974, TETRAHEDRON LETT, P3963
[6] Caine D., 1991, COMPREHENSIVE ORGANI, V3, P54
[7] SELECTIVITY IN BETA-ENAMINO KETONE ANION GENERATION AND ALKYLATION
CHEN, YL
MARIANO, PS
LITTLE, GM
OBRIEN, D
HUESMANN, PL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (23) : 4643 - 4654
[8] REDUCTION OF DELTA-2-ISOXAZOLINES .3. RANEY-NICKEL CATALYZED FORMATION OF BETA-HYDROXY KETONES
CURRAN, DP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (18) : 5826 - 5833
[9] HORNER-WITTIG REACTIONS USING DIBENZOPHOSPHOLE OXIDES - STEREOCHEMICALLY CONTROLLED REDUCTION OF KETONES
ELLIOTT, J
WARREN, S
[J]. TETRAHEDRON LETTERS, 1986, 27 (05) : 645 - 648
[10] REACTION OF ALPHA-HALOGENO KETONES WITH CARBONYL-COMPOUNDS PROMOTED BY CEL3, CECL3-NAL, OR CECL3-SNCL2
FUKUZAWA, S
TSURUTA, T
FUJINAMI, T
SAKAI, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (07): : 1473 - 1477

← 1 2 3 →