Chiral azacrown ethers derived from D-glucose as catalysts for enantioselective Michael addition

被引：66

作者：

Bako, P

Kiss, T

Toke, L

机构：

[1] TECH UNIV BUDAPEST,HUNGARIAN ACAD SCI,DEPT ORGAN CHEM TECHNOL,H-1521 BUDAPEST,HUNGARY

[2] TECH UNIV BUDAPEST,HUNGARIAN ACAD SCI,ORGAN CHEM TECHNOL RES GRP,H-1521 BUDAPEST,HUNGARY

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 41期

关键词：

D O I：

10.1016/S0040-4039(97)01686-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral monoaza-crown ethers incorporating glucose units have been synthesized and applied as phase transfer catalysts in the enantioselective Michael addition of 2-nitropropane to a chalcone to give the corresponding adduct in enantiomeric excess up to 90%. (C) 1997 Elsevier Science Ltd.

引用

页码：7259 / 7262

页数：4

共 21 条

[1] SYNTHESIS, COMPLEXING PROPERTIES AND APPLICATIONS IN ASYMMETRIC-SYNTHESIS OF BIS-LACTO-18-CROWN-6 COMPOUNDS
ALONSOLOPEZ, M
JIMENEZBARBERO, J
MARTINLOMAS, M
PENADES, S
[J]. TETRAHEDRON, 1988, 44 (05) : 1535 - 1543
[2] AOKI S, 1992, HETEROCYCLES, V33, P493
[3] Novel monoaza- and diazacrown ethers incorporating sugar units and their extraction ability towards picrate salts
Bako, P
Toke, L
[J]. JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1995, 23 (03): : 195 - 201
[4] Bako P, 1997, SYNLETT, P291
[5] BAKO P, IN PRESS HETEROATOM
[6] NEW CHIRAL CROWN-ETHERS DERIVED FROM CAMPHOR AND THEIR APPLICATION TO ASYMMETRIC MICHAEL ADDITION - FIRST ATTEMPTS TO RATIONALIZE ENANTIOSELECTION BY AM1 AND AMBER CALCULATIONS
BRUNET, E
POVEDA, AM
RABASCO, D
OREJA, E
FONT, LM
BATRA, MS
RODRIGUEZUBIS, JC
[J]. TETRAHEDRON-ASYMMETRY, 1994, 5 (05) : 935 - 948
[7] A SIMPLIFIED SYNTHETIC ROUTE TO POLYAZA MACROCYCLES
CHAVEZ, F
SHERRY, AD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (12) : 2990 - 2992
[8] CHIRAL CROWN COMPLEXES CATALYZE MICHAEL ADDITION-REACTIONS TO GIVE ADDUCTS IN HIGH OPTICAL YIELDS
CRAM, DJ
SOGAH, GDY
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (13) : 625 - 628
[9] DICESARE P, 1979, SYNTHESIS-STUTTGART, P458
[10] Hanessian S., 1966, Carbohydr. Res, V2, P86

← 1 2 3 →