TRANSFORMATION OF ALPHA-IONONE AND BETA-IONONE INTO ALPHA-DAMASCONE AND BETA-DAMASCONE AND BETA-DAMASCENONE USING ALLYLSILANE CHEMISTRY

被引：14

作者：

AZZARI, E ^{[1
]}

FAGGI, C ^{[1
]}

GELSOMINI, N ^{[1
]}

TADDEI, M ^{[1
]}

机构：

[1] UNIV FLORENCE,DIPARTIMENTO CHIM ORGAN U SCHIFF,VIA G CAPPONI 9,I-50121 FLORENCE,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 03期

关键词：

D O I：

10.1021/jo00290a057

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The damascones and damascenones are flavor components present in Rosa damascena and in several varieties of fruits, grapes, and wines.1Their importance as essences for perfumes, cosmetics, and foods has justified the large number of syntheses reported recently in the literature2. © 1990, American Chemical Society. All rights reserved.

引用

页码：1106 / 1108

页数：3

共 13 条

[1] SILYLCUPRATION-MEDIATED SYNTHESIS OF 2-SUBSTITUTED ALLYLAMINES [J].

CAPELLA, L ;

DEGL'INNOCENTI, A ;

REGINATO, G ;

RICCI, A ;

TADDEI, M ;

SECONI, G .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (06) :1473-1476

[2] 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-&

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

FEHR, C ;

GALINDO, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (20) :6909-6911

[4] STEREOSPECIFIC SYNTHESES AND REACTIONS OF ALLYL-SILANE AND ALLENYL-SILANE [J].

FLEMING, I ;

TERRETT, NK .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 264 (1-2) :99-118

[5]

NOEF F, 1986, TETRAHEDRON, V42, P3245

[6] UNUSUAL CYCLIZATION REACTION BY REACTION OF (+)-EPOXY-ALPHA-DIHYDROIONONE WITH HYDRAZINE HYDRATE [J].

OHLOFF, G ;

UHDE, G .

HELVETICA CHIMICA ACTA, 1970, 53 (03) :531-+

[7]

SNOWDEN RL, 1987, HELV CHIM ACTA, V70, P1868

[8] Studies on ionone. II. Optical resolution of dl-alpha-ionone [J].

Sobotka, H ;

Bloch, E ;

Cahnmann, H ;

Feldbau, E ;

Rosen, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1943, 65 :2061-2062

[9]

UNEYAMA K, 1985, TETRAHEDRON LETT, V27, P4637

[10] HYPERCONJUGATIVE EFFECTS OF ALLYLIC SUBSTITUENTS ARE NOT IMPORTANT IN OSMYLATIONS [J].

VEDEJS, E ;

MCCLURE, CK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (05) :1094-1096

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