MICHAEL-TYPE ADDITION OF DIETHYL PHOSPHORAMIDATE TO ALPHA,BETA-UNSATURATED ESTERS

被引：2

作者：

OSOWSKAPACEWICKA, K

ZAWADZKI, S

ZWIERZAK, A

机构：

[1] Institute of Organic Chemistry, Technical University (Politechnika), 90-924 Lodz 40

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1993年 / 82卷 / 1-4期

关键词：

DIETHYL PHOSPHORAMIDATE; ALPHA; BETA-UNSATURATED ESTERS; MICHAEL-TYPE ADDITION; BETA-ALANINE ESTERS; PHASE-TRANSFER CATALYSIS;

D O I：

10.1080/10426509308047406

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Michael-type addition of diethyl phosphoramidate to alpha,beta-unsaturated esters occurs when the reactants are refluxed in toluene or xylene with an excess of potassium carbonate in the presence of tetrabutyl-ammonium bromide (TBABr). Dephosphorylation of methyl and ethyl acrylate adducts leads to the respective beta-alanine esters.

引用

页码：49 / 54

页数：6

共 50 条

[41] REGIOSELECTIVE HYDROXYLATION OF ALPHA,BETA-UNSATURATED ESTERS
ORTIZDEMONTELLANO, PR
HSU, CK
TETRAHEDRON LETTERS, 1976, (47) : 4215 - 4218
[42] REGIOSPECIFIC HYDROXYLATION OF ALPHA, BETA-UNSATURATED ESTERS
ORTIZDEMONTELLANO, PR
HSU, CK
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1976, 172 (SEP3): : 40 - 40
[43] INFRARED SPECTRA OF ALPHA,BETA-UNSATURATED ESTERS
WALTON, WL
HUGHES, RB
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (15) : 3985 - 3992
[44] DIASTEREOSELECTIVE PHOTODECONJUGATION OF ALPHA,BETA-UNSATURATED ESTERS
MORTEZAEI, R
AWANDI, D
HENIN, F
MUZART, J
PETE, JP
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (14) : 4824 - 4826
[45] (Z)-ALPHA-(TRIMETHYLSILYL) ALPHA,BETA-UNSATURATED ESTERS - THEIR STEREOSELECTIVE CONVERSION INTO ALPHA,BETA-UNSATURATED AND BETA,GAMMA-UNSATURATED ESTERS AND BETA,GAMMA-UNSATURATED KETENE ACETALS
NAJAFI, MR
WANG, ML
ZWEIFEL, G
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (07): : 2468 - 2476
[46] MICHAEL ADDITION OF DITHIOBENZOIC ACID TO ALPHA,BETA-UNSATURATED KETONES - A NEW SERIES OF DITHIOESTERS
RAMACHANDRAN, J
RAMADAS, SR
PILLAI, CN
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1981, 13 (02) : 71 - 79
[47] ON THE ADDITION OF DIALKYLPHOSPHITES TO ALPHA,BETA-UNSATURATED AMIDES
YANKOV, LK
KOEV, IG
DOKLADI NA BOLGARSKATA AKADEMIYA NA NAUKITE, 1989, 42 (12): : 75 - 77
[48] ON THE STEREOCHEMICAL DIVERGENCE IN THE CONJUGATE ADDITION OF LITHIUM DIMETHYLCUPRATE TRIMETHYLSILYL CHLORIDE TO GAMMA-ALKOXY-ALPHA,BETA-UNSATURATED ESTERS AND GAMMA-UREIDO-ALPHA,BETA-UNSATURATED ESTERS
HANESSIAN, S
SUMI, K
SYNTHESIS-STUTTGART, 1991, (12): : 1083 - 1089
[49] THE ADDITION OF TRIALKYLPHOSPHITES TO ALPHA,BETA-UNSATURATED ALDEHYDES
KAMAY, G
KUKHTIN, VA
DOKLADY AKADEMII NAUK SSSR, 1957, 112 (05): : 868 - 871
[50] THE ADDITION OF KETENES TO ALPHA,BETA-UNSATURATED ETHERS
HURD, CD
KIMBROUGH, RD
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (06) : 1373 - 1376

← 1 2 3 4 5 →