Recent advances in industrial carotenoid synthesis (vol 74. pg 2213, 2002)

被引：68

作者：

Ernst, H ^{[1
]}

机构：

[1] BASF AG, GVFB B, Fine Chem Res, D-67056 Ludwigshafen, Germany

来源：

PURE AND APPLIED CHEMISTRY | 2002年 / 74卷 / 11期

关键词：

D O I：

10.1351/pac200274112213

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Symmetrical C-40-carotenoids are efficiently produced by double Wittig olefination of the corrresponding C-15-phosphonium salts with C-10-dialdehyde. Industrial syntheses of lycopene-, astaxanthin, and (3R,3'R)-zeaxanthin-C-15-phosphonium salts are discussed. An efficient route to a monoprotected C-10-dialdehyde for the synthesis of unsymmetrical C-40-carotenoids is presented. Primary polyene allyl alcohols can be converted to the corresponding aldehydes by "TEMPO" oxidation. A high-yield synthesis of meso-zeaxanthin as an example for syntheses of unsymmetrical carotenoids is presented.

引用

页码：2213 / 2226

页数：14

共 30 条

[21] SYNTHESIS OF OPTICALLY-ACTIVE NATURAL CAROTENOIDS AND STRUCTURALLY RELATED-COMPOUNDS .5. SYNTHESIS OF (3R,3'R)-ZEAXANTHIN, (3R,3'S)-ZEAXANTHIN AND (3R,3'S-MESO)-ZEAXANTHIN BY ASYMMETRIC HYDROBORATION - A NEW APPROACH TO OPTICALLY-ACTIVE CAROTENOID BUILDING UNITS [J].

RUTTIMANN, A ;

MAYER, H .

HELVETICA CHIMICA ACTA, 1980, 63 (06) :1456-1462

[22] SEPARATION OF (3R,3'R)-ZEAXANTHIN, (3R,3'S - MESO)-ZEAXANTHIN, (3S,3'S)-ZEAXANTHIN, (3R,3'R,6'R)-LUTEIN, (3R,3'S,6'S)-LUTEIN AND (3S,3'S,6'S)-LUTEIN VIA THE DICARBAMATES OF (S)-(+)-ALPHA-(1-NAPHTHYL) ETHYL ISOCYANATE [J].

RUTTIMANN, A ;

SCHIEDT, K ;

VECCHI, M .

JOURNAL OF HIGH RESOLUTION CHROMATOGRAPHY & CHROMATOGRAPHY COMMUNICATIONS, 1983, 6 (11) :612-616

[23]

SCALONE M, 1997, P CHIR 97 S CAT GROU

[24] OXIDATION OF ALCOHOLS TO ALDEHYDES WITH OXYGEN AND CUPRIC ION, MEDIATED BY NITROSONIUM ION [J].

SEMMELHACK, MF ;

SCHMID, CR ;

CORTES, DA ;

CHOU, CS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (11) :3374-3376

[25]

SOUKUP M, 1990, HELV CHIM ACTA, V73, P868, DOI 10.1002/hlca.19900730412

[26]

TORRESCARDONA M, 1995, Patent No. 741795

[27]

WEGNER C, 2000, Patent No. 10009459

[28] TECHNICAL PROCEDURES FOR THE SYNTHESES OF CAROTENOIDS AND RELATED-COMPOUNDS FROM 6-OXO-ISOPHORONE - SYNTHESES OF (3R,3'R)-ZEAXANTHIN [J].

WIDMER, E ;

SOUKUP, M ;

ZELL, R ;

BROGER, E ;

WAGNER, HP ;

IMFELD, M .

HELVETICA CHIMICA ACTA, 1990, 73 (04) :861-867

[29] SYNTHETIC ADVANCES IN THE CAROTENOID FIELD [J].

WIDMER, E .

PURE AND APPLIED CHEMISTRY, 1985, 57 (05) :741-752

[30] TECHNICAL PROCEDURES FOR THE SYNTHESIS OF CAROTENOIDS AND RELATED-COMPOUNDS FROM 6-OXO-ISOPHORONE .2. A NOVEL CONCEPT FOR THE SYNTHESIS OF (3RS,3'RS)-ASTAXANTHIN [J].

WIDMER, E ;

ZELL, R ;

BROGER, EA ;

CRAMERI, Y ;

WAGNER, HP ;

DINKEL, J ;

SCHLAGETER, M ;

LUKAC, T .

HELVETICA CHIMICA ACTA, 1981, 64 (07) :2436-2446

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