A general strategy for improving enantiomeric purities via the tandem use of mirror-image catalysts

被引：17

作者：

Faller, JW ^{[1
]}

Lavoie, AR ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA

来源：

ORGANOMETALLICS | 2002年 / 21卷 / 09期

关键词：

D O I：

10.1021/om010960+

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

In situations where the asymmetric transfer hydrogenation catalysis of a given ketone gives moderate, though insufficiently high ee, the enantiomeric purity of the resulting alcohol can be enhanced via a subsequent asymmetric dehydrogenation with the antipode of the catalyst. Herein, we report on the theoretical and experimental aspects of this strategy.

引用

收藏

页码：2010 / 2012

页数：3

相关论文

共 35 条

[1] (ETA-6-HEXAMETHYLBENZENE)RUTHENIUM COMPLEXES [J].

BENNETT, MA ;

HUANG, TN ;

MATHESON, TW ;

SMITH, AK .

INORGANIC SYNTHESES, 1982, 21 :74-78

[2] Kinetic resolution using enantioimpure catalysts: Mechanistic considerations of complex rate laws [J].

Blackmond, DG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (04) :545-553

[3] UNLIMITED NONLINEAR SELECTIVITY EFFECTS IN SYSTEMS OF INDEPENDENT PARALLEL REACTIONS AS A BASIS FOR NEW CHEMICAL SEPARATION TECHNIQUES [J].

BRANDT, J ;

JOCHUM, C ;

UGI, I .

TETRAHEDRON, 1977, 33 (11) :1353-1363

[4] CATALYTIC TRANSFER HYDROGENATION [J].

BRIEGER, G ;

NESTRICK, TJ .

CHEMICAL REVIEWS, 1974, 74 (05) :567-580

[5] NOVEL ELECTRONIC EFFECTS OF REMOTE SUBSTITUENTS ON THE OXAZABOROLIDINE-CATALYZED ENANTIOSELECTIVE REDUCTION OF KETONES [J].

COREY, EJ ;

HELAL, CJ .

TETRAHEDRON LETTERS, 1995, 36 (50) :9153-9156

[6]

Doucet H, 1998, ANGEW CHEM INT EDIT, V37, P1703, DOI 10.1002/(SICI)1521-3773(19980703)37:12<1703::AID-ANIE1703>3.0.CO

[7]

2-I

[8]

Faber K, 2001, CHEM-EUR J, V7, P5004, DOI 10.1002/1521-3765(20011203)7:23<5004::AID-CHEM5004>3.0.CO

[9]

2-X

[10] Enantioselective routes to both enantiomers of aryl alcohols with a single catalyst antipode: Ru and Os transfer hydrogenation catalysts [J].

Faller, JW ;

Lavoie, AR .

ORGANIC LETTERS, 2001, 3 (23) :3703-3706

← 1 2 3 4 →