USE OF NABH4/ME3SICL IN THE BETA-HYDROXYSULFOXIMINE-CATALYZED ENANTIOSELECTIVE REDUCTION OF KETONES

被引：39

作者：

BOLM, C ^{[1
]}

SEGER, A ^{[1
]}

FELDER, M ^{[1
]}

机构：

[1] UNIV BASEL,DEPT CHEM,CH-4056 BASEL,SWITZERLAND

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 50期

关键词：

ASYMMETRIC REDUCTION; SULFOXIMINES; ENANTIOSELECTIVE CATALYSIS;

D O I：

10.1016/S0040-4039(00)61455-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of NaBH4/Me(3)SiCl in the beta-hydroxysulfoximine-catalyzed asymmetric reduction of ketones affords secondary alcohols in high yields with good enantioselectivities (up to 90% ee).

引用

页码：8079 / 8080

页数：2

共 11 条

[1] BETA-HYDROXYSULFOXIMINES IN THE CATALYZED ENANTIOSELECTIVE REDUCTION OF KETONES WITH BORANE
BOLM, C
FELDER, M
[J]. TETRAHEDRON LETTERS, 1993, 34 (38) : 6041 - 6044
[2] NEW ENANTIOSELECTIVE ROUTES TO BIOLOGICALLY INTERESTING COMPOUNDS
COREY, EJ
[J]. PURE AND APPLIED CHEMISTRY, 1990, 62 (07) : 1209 - 1216
[3] ASYMMETRIC BORON-CATALYZED REACTIONS
DELOUX, L
SREBNIK, M
[J]. CHEMICAL REVIEWS, 1993, 93 (02) : 763 - 784
[4] LIBH4(NABH4) ME3SICL, AN UNUSUALLY STRONG AND VERSATILE REDUCING AGENT
GIANNIS, A
SANDHOFF, K
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (02): : 218 - 220
[5] Giannis A., 1989, ANGEW CHEM, V101, P220, DOI DOI 10.1002/ANGE.19891010231
[6] ASYMMETRIC REDUCTION OF KETOXIME O-ALKYL ETHERS WITH CHIRALLY MODIFIED NABH4-ZRCL4
ITSUNO, S
SAKURAI, Y
SHIMIZU, K
ITO, K
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (07): : 1859 - 1863
[7] JUNGGREN A, 1972, TETRAHEDRON LETT, V31, P3173
[8] Lohray B. B., 1992, ANGEW CHEM, V104, P740
[9] OXAZABOROLIDINES AND DIOXABOROLIDINES IN ENANTIOSELECTIVE CATALYSIS
LOHRAY, BB
BHUSHAN, V
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1992, 31 (06): : 729 - 730
[10] ASYMMETRIC SYNTHESES WITH CHIRAL OXAZABOROLIDINES
WALLBAUM, S
MARTENS, J
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (12) : 1475 - 1504

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