SYNTHESIS OF (R)-(+)-ALPHA-DAMASCONE AND (S)-(-)-ALPHA-DAMASCONE BY TANDEM GRIGNARD REACTION-ENANTIOSELECTIVE PROTONATION - EVIDENCE FOR THE INTERMEDIACY OF A CHIRAL COMPLEX

被引：93

作者：

FEHR, C

GALINDO, J

机构：

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1988年 / 110卷 / 20期

关键词：

D O I：

10.1021/ja00228a064

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：6909 / 6911

页数：3

共 34 条

[1]

ADAMSKI RJ, 1975, Patent No. 3860651

[2] STEREOSPECIFIC FORMATION OF ENOLATES FROM REACTION OF UNSYMMETRICAL KETENES AND ORGANO-LITHIUM REAGENTS [J].

BAIGRIE, LM ;

SEIKLAY, HR ;

TIDWELL, TT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (19) :5391-5396

[3] THE INTRAMOLECULAR NITRILE OXIDE CYCLOADDITION ROUTE TO FORSKOLIN [J].

BARALDI, PG ;

BARCO, A ;

BENETTI, S ;

POLLINI, GP ;

POLO, E ;

SIMONI, D .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (10) :757-758

[4]

CLOSE WJ, 1950, J ORG CHEM, V15, P1131

[5] STRUCTURE AND SYNTHESIS OF DAMASCENONE (TRIMETHYL-2,6,6-TRANS-CROTONOYL-1-CYCLO-HEXADIENE-1,3), ODORIFEROUS CONSTITUENT OF BULGARIAN ROSE OIL [J].

DEMOLE, E ;

ENGGIST, P ;

SAUBERLI, U ;

STOLL, M ;

KOVATS, ES .

HELVETICA CHIMICA ACTA, 1970, 53 (03) :541-&

[6] LIGAND-EXCHANGE IN ASYMMETRIC REACTIONS OF LITHIUM ENOLATES - APPLICATION TO THE DERACEMIZATION OF ALPHA-AMINO-ACIDS [J].

DUHAMEL, L ;

FOUQUAY, S ;

PLAQUEVENT, JC .

TETRAHEDRON LETTERS, 1986, 27 (41) :4975-4978

[7] DERACEMIZATION BY ENANTIOSELECTIVE PROTONATION .4. AN IMPROVED METHOD FOR THE ENANTIOMERIC ENRICHMENT OF ALPHA-AMINOACIDS USING METALATION BY MEANS OF CHIRAL AMIDES [J].

DUHAMEL, L ;

PLAQUEVENT, JC .

TETRAHEDRON LETTERS, 1980, 21 (26) :2521-2524

[8] DE-RACEMIZATION BY ENANTIOSELECTIVE PROTONATION - NEW METHOD FOR ENANTIOMERIC ENRICHMENT OF ALPHA-AMINO-ACIDS [J].

DUHAMEL, L ;

PLAQUEVENT, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (23) :7415-7416

[9]

DUHAMEL L, 1984, B SOC CHIM FR, V2, P421

[10]

DUHAMEL L, 1982, B SOC CHIM FR, V2, P75

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