Radical trifluoromethylation of titanium ate enolate

被引：83

作者：

Itoh, Y ^{[1
]}

Mikami, K ^{[1
]}

机构：

[1] Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 04期

关键词：

D O I：

10.1021/ol047565a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The radical trifluoromethylation of ketone titanium ate enolates gave alpha-CF3 ketones in good yields. The use of excess amount of LDA and Ti((OPr)-Pr-i)(4) in the preparation of titanium ate enolates is the key to the efficient radical trifluoromethylation.

引用

页码：649 / 651

页数：3

共 45 条

[1]

[Anonymous], ASYMMETRIC FLUOROORG

[2]

Banks R.E., 1994, ORGANOFLUORINE CHEM

[3] ACCELERATION OF THE CONJUGATE ADDITION OF TI ATE ENOLATES VIA LEWIS-ACID CATALYSIS [J].

BERNARDI, A ;

CAVICCHIOLI, M ;

SCOLASTICO, C .

TETRAHEDRON, 1993, 49 (47) :10913-10916

[4] TITANIUM ATE ENOLATE COMPLEXES - AN NMR-STUDY [J].

BERNARDI, A ;

CAVICCHIOLI, M ;

MARCHIONNI, C ;

POTENZA, D ;

SCOLASTICO, C .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (13) :3690-3694

[5] STEREOSELECTIVE CONJUGATE ADDITION OF PROPIONATE TI ATE ENOLATE TO UNSATURATED CHIRAL KETONES - A NEW INSIGHT IN THE REACTION-MECHANISM [J].

BERNARDI, A ;

MARCHIONNI, C ;

PILATI, T ;

SCOLASTICO, C .

TETRAHEDRON LETTERS, 1994, 35 (34) :6357-6360

[6] CONDENSATION OF PERFLUOROALKYL IODIDES WITH UNSATURATED NITROGEN-COMPOUNDS [J].

CANTACUZENE, D ;

WAKSELMAN, C ;

DORME, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (12) :1365-1371

[7]

Chambers R. D., 1997, ORGANOFLUORINE CHEM

[8]

Corey EJ, 1998, ANGEW CHEM INT EDIT, V37, P388, DOI 10.1002/(SICI)1521-3773(19980302)37:4<388::AID-ANIE388>3.0.CO

[9]

2-V

[10] Stereoselective formation of quaternary carbon centers and related functions [J].

Denissova, I ;

Barriault, L .

TETRAHEDRON, 2003, 59 (51) :10105-10146

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