A facile preparation of α-hydrazino-α, β-unsaturated ketones via aza-Baylis-Hillman reaction

被引：28

作者：

Kamimura, A ^{[1
]}

Gunjigake, Y

Mitsudera, H

Yokoyama, S

机构：

[1] Yamaguchi Univ, Fac Engn, Dept Appl Chem, Ube, Yamaguchi 7558611, Japan

[2] Ube Ind Ltd, Ube Lab, Ube, Yamaguchi 7558633, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 40期

关键词：

Baylis-Hillman reactions; hydrazines;

D O I：

10.1016/S0040-4039(98)01570-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-(N,N'-Bisalkoxycarbonyl)hydrazino-alpha,beta-unsaturated ketones are readily prepared via the aza-Baylis-Hillman reaction of alkyl vinyl ketones and azodicarboxylate esters. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7323 / 7324

页数：2

共 23 条

[1]

ANDREAE S, 1991, SYNTHESIS-STUTTGART, P327

[2] The Baylis-Hillman reaction: A novel carbon-carbon bond forming reaction [J].

Basavaiah, D ;

Rao, PD ;

Hyma, RS .

TETRAHEDRON, 1996, 52 (24) :8001-8062

[3]

Baylis A. B, 1972, German Patent, Patent No. 2155113

[4] SYNTHETIC POTENTIAL OF THE TERTIARY-AMINE-CATALYSED REACTION OF ACTIVATED VINYL CARBANIONS WITH ALDEHYDES [J].

DREWES, SE ;

ROOS, GHP .

TETRAHEDRON, 1988, 44 (15) :4653-4670

[5] STEREOSELECTIVE AMINATION OF CHIRAL ENOLATES - A NEW APPROACH TO THE ASYMMETRIC-SYNTHESIS OF ALPHA-HYDRAZINO AND ALPHA-AMINO-ACID DERIVATIVES [J].

EVANS, DA ;

BRITTON, TC ;

DOROW, RL ;

DELLARIA, JF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (20) :6395-6397

[6] A GENERAL-APPROACH TO THE ASYMMETRIC-SYNTHESIS OF VANCOMYCIN-RELATED ARYLGLYCINES BY ENOLATE AZIDATION [J].

EVANS, DA ;

EVRARD, DA ;

RYCHNOVSKY, SD ;

FRUH, T ;

WHITTINGHAM, WG ;

DEVRIES, KM .

TETRAHEDRON LETTERS, 1992, 33 (09) :1189-1192

[7] THE ASYMMETRIC-SYNTHESIS OF ALPHA-AMINO AND ALPHA-HYDRAZINO ACID-DERIVATIVES VIA THE STEREOSELECTIVE AMINATION OF CHIRAL ENOLATES WITH AZODICARBOXYLATE ESTERS [J].

EVANS, DA ;

BRITTON, TC ;

DOROW, RL ;

DELLARIA, JF .

TETRAHEDRON, 1988, 44 (17) :5525-5540

[8] ASYMMETRIC ELECTROPHILIC AMINATION - SYNTHESIS OF ALPHA-AMINO AND ALPHA-HYDRAZINO ACIDS WITH HIGH OPTICAL PURITY [J].

GENNARI, C ;

COLOMBO, L ;

BERTOLINI, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (20) :6394-6395

[9]

Greck C, 1997, SYNLETT, P741

[10] ENANTIOSPECIFIC AND DIASTEREOSELECTIVE SYNTHESIS OF ANTI-ALPHA-HYDRAZINO-BETA-HYDROXYACIDS AND ALPHA-AMINO-BETA-HYDROXYACIDS THROUGH ELECTROPHILIC AMINATION OF BETA-HYDROXYESTERS [J].

GUANTI, G ;

BANFI, L ;

NARISANO, E .

TETRAHEDRON, 1988, 44 (17) :5553-5562

← 1 2 3 →