ZIRCONOCENE-CATALYZED KINETIC RESOLUTION OF DIHYDROFURANS

被引：56

作者：

VISSER, MS ^{[1
]}

HOVEYDA, AH ^{[1
]}

机构：

[1] BOSTON COLL,DEPT CHEM,CTR MERKERT CHEM,CHESTNUT HILL,MA 02167

来源：

TETRAHEDRON | 1995年 / 51卷 / 15期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

D O I：

10.1016/0040-4020(94)01127-L

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Zisconocene-catalyzed kinetic resolution of dihydrofurans may be effected in the presence of 10 mol% non-racemic (EBTHI)ZrCl2. Transformations reported herein proceed efficiently to afford two constitutionally distinct and readily separable products with excellent levels of diastereo- and enantioselectivity. Preparation and resolution of the substrate furans may be carried out in a single pot.

引用

页码：4383 / 4394

页数：12

共 36 条

[1] DIALDEHYDE PLUS DIAMINE - POLYMER OR MACROCYCLE [J].

BRUNNER, H ;

SCHIESSLING, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (01) :125-126

[2] THE SYNTHESIS, REACTIONS, AND MOLECULAR-STRUCTURE OF ZIRCONOCENE ALKYNE COMPLEXES [J].

BUCHWALD, SL ;

WATSON, BT ;

HUFFMAN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) :2544-2546

[3] ENHANCED KINETIC RESOLUTION AND ENZYME-LIKE SHAPE SELECTIVITY [J].

CARLIER, PR ;

MUNGALL, WS ;

SCHRODER, G ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (09) :2978-2979

[4]

COREY EJ, 1976, TETRAHEDRON LETT, P809

[5] SOME NOVELTIES IN OLEFIN CARBOMETALLATION ASSISTED BY ALKYL-MAGNESIUM AND ALKYL-ALUMINUM DERIVATIVES AND CATALYZED BY ZIRCONIUM AND TITANIUM COMPLEXES [J].

DZHEMILEV, UM ;

VOSTRIKOVA, OS .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 285 (1-3) :43-51

[6]

DZHEMILEV UM, 1983, IAN SSSR KH, V32, P218

[7] CHIRAL POISONING IN THE KINETIC RESOLUTION OF ALLYLIC ALCOHOLS [J].

FALLER, JW ;

TOKUNAGA, M .

TETRAHEDRON LETTERS, 1993, 34 (46) :7359-7362

[8]

FINN MG, 1985, ASYMMETRIC SYNTHESIS, P247

[9]

FU GC, 1993, J AM CHEM SOC, V115, P9656

[10] CATALYTIC ASYMMETRIC EPOXIDATION AND KINETIC RESOLUTION - MODIFIED PROCEDURES INCLUDING INSITU DERIVATIZATION [J].

GAO, Y ;

HANSON, RM ;

KLUNDER, JM ;

KO, SY ;

MASAMUNE, H ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (19) :5765-5780

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