CATHODICALLY PROMOTED HIGHLY SELECTIVE MICHAEL ADDITION OF NITRO-COMPOUNDS TO LEVOGLUCOSENONE

被引：19

作者：

LAIKHTER, AL

NIYAZYMBETOV, ME

EVANS, DH

SAMET, AV

SEMENOV, VV

机构：

[1] UNIV DELAWARE,DEPT CHEM & BIOCHEM,NEWARK,DE 19716

[2] ND ZELINSKII INST ORGAN CHEM,MOSCOW 117913,RUSSIA

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 28期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/0040-4039(93)88060-V

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioselective Michael addition of nitro compounds to levoglucosenone (LG) is effectively catalyzed by cathodic electrolysis under mild conditions.

引用

页码：4465 / 4468

页数：4

共 21 条

[1]

BAIZER MM, 1973, TETRAHEDRON LETT, P5209

[2] 2-BENZYLOXY-6,8-DIOXABICYCLO[3.2.1]OCTANES - NEW CARBOHYDRATE-DERIVED HERBICIDES [J].

BLATTNER, R ;

FURNEAUX, RH ;

MASON, JM ;

TYLER, PC .

PESTICIDE SCIENCE, 1991, 31 (04) :419-435

[3] MICHAEL ADDITIONS OF THIOLS TO LEVOGLUCOSENONE [J].

ESSIG, MG .

CARBOHYDRATE RESEARCH, 1986, 156 :225-231

[4]

FESKOS J, 1985, J CHEM SOC CHEM COMM, P658

[5] HIGHLY SELECTIVE BASE-CATALYZED ADDITIONS OF NITROMETHANE TO LEVOGLUCOSENONE [J].

FORSYTH, AC ;

PATON, RM ;

WATT, I .

TETRAHEDRON LETTERS, 1989, 30 (08) :993-996

[6] SYNTHESIS AND THERMAL CHEMISTRY OF ISOLEVOGLUCOSENONE [J].

FURNEAUX, RH ;

GAINSFORD, GJ ;

SHAFIZADEH, F ;

STEVENSON, TT .

CARBOHYDRATE RESEARCH, 1986, 146 (01) :113-128

[7] SYNTHETIC STUDIES ON (-)-TETRODOTOXIN .3. NITROGENATION THROUGH OVERMAN REARRANGEMENT AND GUANIDINE RING FORMATION [J].

ISOBE, M ;

FUKUDA, Y ;

NISHIKAWA, T ;

CHABERT, P ;

KAWAI, T ;

GOTO, T .

TETRAHEDRON LETTERS, 1990, 31 (23) :3327-3330

[8] SYNTHETIC STUDIES ON TETRODOTOXIN .1. STEREOCONTROLLED SYNTHESIS OF THE CYCLOHEXANE MOIETY [J].

ISOBE, M ;

NISHIKAWA, T ;

PIKUL, S ;

GOTO, T .

TETRAHEDRON LETTERS, 1987, 28 (51) :6485-6488

[9] NEW STRATEGY FOR CHIRAL ALKALOID SYNTHESIS COMMENCING WITH A CARBOHYDRATE - SIMPLE SYNTHESIS OF (-)-ALLO-YOHIMBINE FROM LEVOGLUCOSENONE [J].

ISOBE, M ;

FUKAMI, N ;

GOTO, T .

CHEMISTRY LETTERS, 1985, (01) :71-74

[10]

LAIKHTER AL, 1993, MENDELEEV COMMUN, P20

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