2,2-DIMETHYL-ALPHA,ALPHA,ALPHA'ALPHA'-TETRAKIS(BETA-NAPHTHYL)-1,3-DIOXOLAN-4,5-DIMETHANOL(DINOL) FOR THE TITANATE-MEDIATED ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES

被引：159

作者：

SCHMIDT, B ^{[1
]}

SEEBACH, D ^{[1
]}

机构：

[1] SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 10期

关键词：

D O I：

10.1002/anie.199113211

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Et2Zn can be also added selectively to aliphatic aldehydes in selectivities that are hardly ever achievable otherwise (in some cases greater than 99.5:0.5), if 1, a seven-membered ring containing titanium, is used as catalyst in the presence of stoichiometric quantities of Ti-(OCHMe2)4. A linear relationship exists between the enantiomeric purity of auxiliary and product.

引用

页码：1321 / 1323

页数：3

共 19 条

[1]

BECK AK, 1991, CHIMIA, V45, P238

[2] CATALYTIC ASYMMETRIC ALKYLATION OF ALDEHYDES BY DIETHYLZINC IN THE PRESENCE OF N-ISO-PROPYLEPHEDRINE - DEPENDENCE OF ENANTIOSELECTIVITY ON ET2ZN-RCHO [J].

CHALONER, PA ;

LANGADIANOU, E .

TETRAHEDRON LETTERS, 1990, 31 (36) :5185-5188

[3] A NEW CHIRAL CATALYST FOR THE ENANTIOSELECTIVE SYNTHESIS OF SECONDARY ALCOHOLS AND DEUTERATED PRIMARY ALCOHOLS BY CARBONYL REDUCTION [J].

COREY, EJ ;

LINK, JO .

TETRAHEDRON LETTERS, 1989, 30 (46) :6275-6278

[4] STUDIES IN STEREOCHEMISTRY .10. THE RULE OF STERIC CONTROL OF ASYMMETRIC INDUCTION IN THE SYNTHESES OF ACYCLIC SYSTEMS [J].

CRAM, DJ ;

ELHAFEZ, FAA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (23) :5828-5835

[5] STEREOSELECTIVE ORGANIC-REACTIONS - CATALYSTS FOR CARBONYL ADDITION PROCESSES [J].

EVANS, DA .

SCIENCE, 1988, 240 (4851) :420-426

[6]

HOREAU A, 1969, TETRAHEDRON LETT, P3121

[7]

HUBSCHER J, 1990, HELV CHIM ACTA, V73, P1068, DOI 10.1002/hlca.19900730431

[8] CYCLODEXTRINS AS CHIRAL STATIONARY PHASES IN CAPILLARY GAS-CHROMATOGRAPHY .2. HEPTAKIS(3-O-ACETYL-2,6-DI-O-PENTYL)-BETA-CYCLODEXTRIN [J].

KONIG, WA ;

LUTZ, S ;

WENZ, G ;

VONDERBEY, E .

JOURNAL OF HIGH RESOLUTION CHROMATOGRAPHY & CHROMATOGRAPHY COMMUNICATIONS, 1988, 11 (07) :506-509

[9]

MULZER J, 1991, ORGANIC SYNTHESIS HI, P3

[10] ENANTIOSELECTIVE ADDITION OF ORGANOMETALLIC REAGENTS TO CARBONYL-COMPOUNDS - CHIRALITY TRANSFER, MULTIPLICATION, AND AMPLIFICATION [J].

NOYORI, R ;

KITAMURA, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1991, 30 (01) :49-69

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