ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY A CHIRAL OXAZAPHOSPHOLIDINE BORANE COMPLEX

被引：45

作者：

BRUNEL, JM ^{[1
]}

PARDIGON, O ^{[1
]}

FAURE, B ^{[1
]}

BUONO, G ^{[1
]}

机构：

[1] UNIV AIX MARSEILLE 3,FAC SCI & TECH ST JEROME,F-13397 MARSEILLE 13,FRANCE

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 03期

关键词：

D O I：

10.1039/c39920000287

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The chiral oxazaphospholidine-borane complex 2 was used as catalyst (2 mol %) in asymmetric reduction of ketones by borane with an enantioselectivity ranging from 33 to 92% at 110-degrees-C and 100% conversion; under stoichiometric conditions the reduction proceeded with 99% enantiomeric excess.

引用

页码：287 / 288

页数：2

共 11 条

[1] THE NUCLEOPHILIC DISPLACEMENT ROUTE TO HOMOCHIRAL ARYLPHOSPHINE OXIDES
BROWN, JM
CAREY, JV
RUSSELL, MJH
[J]. TETRAHEDRON, 1990, 46 (13-14) : 4877 - 4886
[2] HIGHLY ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY CHIRAL OXAZABOROLIDINES - MECHANISM AND SYNTHETIC IMPLICATIONS
COREY, EJ
BAKSHI, RK
SHIBATA, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) : 5551 - 5553
[3] A STABLE AND EASILY PREPARED CATALYST FOR THE ENANTIOSELECTIVE REDUCTION OF KETONES - APPLICATIONS TO MULTISTEP SYNTHESES
COREY, EJ
BAKSHI, RK
SHIBATA, S
CHEN, CP
SINGH, VK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (25) : 7925 - 7926
[4] CROS P, 1987, NEW J CHEM, V11, P573
[5] Enders D., 1983, ASYMMETRIC SYNTHES B, V3, P275
[6] ASYMMETRIC REDUCTION OF ALIPHATIC-KETONES WITH THE REAGENT PREPARED FROM (S)-(-)-2-AMINO-3-METHYL-1,1-DIPHENYLBUTAN-1-OL AND BORANE
ITSUNO, S
ITO, K
HIRAO, A
NAKAHAMA, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (03) : 555 - 557
[7] NEW ASYMMETRIC-SYNTHESIS OF TERTIARY PHOSPHINES VIA PHOSPHINOUS COMPLEXES
JUGE, S
STEPHAN, M
ACHI, S
GENET, JP
[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1990, 49 (1-4): : 267 - 270
[8] JUGE S, 1990, TETRAHEDRON LETT, V44, P6357
[9] MIDLAND MM, 1983, ASYMMETRIC SYNTHESIS, V2, P45
[10] PLETER A, 1988, BORANE REAGENTS

← 1 2 →