SYNTHESIS OF (-)-(6R,10R)-MATSUONE - ASSIGNMENT OF RELATIVE STEREOCHEMISTRY TO A PHEROMONE OF MATSUCOCCUS PINE BAST SCALES

被引：31

作者：

CYWIN, CL

WEBSTER, FX

KALLMERTEN, J

机构：

[1] SYRACUSE UNIV,DEPT CHEM,SYRACUSE,NY 13244

[2] SUNY COLL ENVIRONM SCI & FORESTRY,DEPT CHEM,SYRACUSE,NY 13210

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 09期

关键词：

D O I：

10.1021/jo00009a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convergent, enantioselective synthesis of (-)-matsuone (1, (2E,4E,6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one), the primary sex attractant pheromone of the red pine scale Matsucoccus resinosae, is described.

引用

页码：2953 / 2955

页数：3

共 12 条

[1] SYNTHESIS OF CHOLESTEROL ANALOGS WITH MODIFIED SIDE-CHAINS [J].

BERGMANN, ED ;

BLUM, S ;

LEVINSON, ZH .

STEROIDS, 1966, 7 (05) :415-&

[2] THERMAL REACTIONS OF ALKYL N-CARBOMETHOXYSULFAMATE ESTERS [J].

BURGESS, EM ;

PENTON, HR ;

TAYLOR, EA .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (01) :26-31

[3] BEYOND ERYTHRO AND THREO - A PROPOSAL FOR SPECIFYING RELATIVE CONFIGURATION IN MOLECULES WITH MULTIPLE CHIRAL CENTERS [J].

CAREY, FA ;

KUEHNE, ME .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (20) :3811-3815

[4]

CYWIN CL, UNPUB

[5] IDENTIFICATION OF THE SEX-PHEROMONE OF THE MARITIME PINE SCALE MATSUCOCCUS-FEYTAUDI [J].

EINHORN, J ;

MENASSIEU, P ;

MALOSSE, C ;

DUCROT, PH .

TETRAHEDRON LETTERS, 1990, 31 (46) :6633-6636

[6] TOTAL SYNTHESIS OF THE POLYETHER ANTIBIOTIC IONOMYCIN [J].

EVANS, DA ;

DOW, RL ;

SHIH, TL ;

TAKACS, JM ;

ZAHLER, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (13) :5290-5313

[7]

Griffith W. P., 1990, ALDRICHIM ACTA, V23, P13

[8] IDENTIFICATION OF THE SEX-PHEROMONE OF 3 MATSUCOCCUS PINE BAST SCALES [J].

LANIER, GN ;

QI, YT ;

WEST, JR ;

PARK, SC ;

WEBSTER, FX ;

SILVERSTEIN, RM .

JOURNAL OF CHEMICAL ECOLOGY, 1989, 15 (05) :1645-1659

[9] AN ASYMMETRIC-SYNTHESIS OF (-)-STEGANONE - FURTHER APPLICATION OF CHIRAL BIARYL SYNTHESES [J].

MEYERS, AI ;

FLISAK, JR ;

AITKEN, RA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) :5446-5452

[10] GAS-CHROMATOGRAPHIC SEPARATION OF ENANTIOMERS ON OPTICALLY-ACTIVE METAL-COMPLEX-FREE STATIONARY PHASES .2. GAS-CHROMATOGRAPHIC SEPARATION OF ENANTIOMERS ON CYCLODEXTRIN DERIVATIVES [J].

SCHURIG, V ;

NOWOTNY, HP .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1990, 29 (09) :939-957

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