THE CONVERSION OF CARBOXYLIC-ACIDS TO KETO PHOSPHORANE PRECURSORS OF 1,2,3-VICINAL TRICARBONYL COMPOUNDS

被引：45

作者：

WASSERMAN, HH

ENNIS, DS

BLUM, CA

ROTELLO, VM

机构：

[1] Department of Chemistry, Yale University, New Haven, CT 06511

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 40期

关键词：

D O I：

10.1016/S0040-4039(00)61111-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acyl phosphoranylidines react with acid chlorides or anhydrides in the presence of bis(trimethylsilyl)acetamide (BSA), or couple directly with carboxylic acids activated by EDCI to give keto phosphoranes 1.

引用

页码：6003 / 6006

页数：4

共 21 条

[1]

BESTMANN HJ, 1977, LIEBIGS ANN CHEM, P282

[2] CHARGE DIRECTED CONJUGATE ADDITION - ADDITION OF STRONG NUCLEOPHILES TO UNSATURATED ACYL YLIDES [J].

COOKE, MP ;

GOSWAMI, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (02) :642-644

[3] CHARGE-DIRECTED CONJUGATE ADDITION-REACTIONS IN THE PREPARATION OF SUBSTITUTED METHYL KETONES [J].

COOKE, MP ;

BURMAN, DL .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (25) :4955-4963

[4]

COOKE MP, 1981, SYNTHESIS-STUTTGART, P283

[5] NEW SYNTHESIS OF KETONES [J].

COREY, EJ ;

CHAYKOVSKY, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (08) :1639-&

[6] DESIGN, SYNTHESIS, AND KINETIC EVALUATION OF A UNIQUE CLASS OF ELASTASE INHIBITORS, THE PEPTIDYL ALPHA-KETOBENZOXAZOLES, AND THE X-RAY CRYSTAL-STRUCTURE OF THE COVALENT COMPLEX BETWEEN PORCINE PANCREATIC ELASTASE AND AC-ALA-PRO-VAL-2-BENZOXAZOLE [J].

EDWARDS, PD ;

MEYER, EF ;

VIJAYALAKSHMI, J ;

TUTHILL, PA ;

ANDISIK, DA ;

GOMES, B ;

STRIMPLER, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (05) :1854-1863

[7] ON THE CHEMISTRY AND HIGH-FIELD NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY OF RAPAMYCIN [J].

FINDLAY, JA ;

RADICS, L .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1980, 58 (06) :579-590

[8] INHIBITION OF SERINE PROTEASES BY PEPTIDYL FLUOROMETHYL KETONES [J].

IMPERIALI, B ;

ABELES, RH .

BIOCHEMISTRY, 1986, 25 (13) :3760-3767

[9]

Lang R. W., 1984, ORG SYNTH, V62, P202

[10] SYNTHESIS OF ALPHA,ALPHA-DIFLUOROKETONES - NOVEL SYNTHESIS OF ALPHA,ALPHA-DIFLUOROKETONES FROM ALPHA,ALPHA-DIFLUOROACYLSILANES [J].

MCCARTHY, PA ;

WINT, LT ;

DIAZ, CL .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (02) :119-122

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