STEREOSELECTIVE SYNTHESIS OF (+/-)-(CIS-6-METHYLTETRAHYDROPYRAN-2-YL)ACETIC ACID

被引：10

作者：

VARELIS, P

GRAHAM, AJ

JOHNSON, BL

SKELTON, BW

WHITE, AH

机构：

[1] UNIV WESTERN AUSTRALIA,DEPT CHEM,NEDLANDS,WA 6009,AUSTRALIA

[2] CURTIN UNIV,WESTERN AUSTRALIAN SCH MINES,KALGOORLIE,WA 6430,AUSTRALIA

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1994年 / 47卷 / 09期

关键词：

D O I：

10.1071/CH9941735

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The title compound (1) has been synthesized in seven steps and in 42% overall yield from the nucleophilic diene (2). The relative configuration of (1) has been confirmed by a single-crystal X-ray study.

引用

页码：1735 / 1739

页数：5

共 50 条

[1] A SHORT SYNTHESIS OF (+/-)-(CIS-6-METHYLTETRAHYDROPYRAN-2-YL)ACETIC ACID, A CONSTITUENT OF CIVET)
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FRATER, G
HELVETICA CHIMICA ACTA, 1987, 70 (02) : 396 - 401
[2] STEREOSELECTIVE ACCESS TO TETRAHYDROPYRANYLACETIC ACID-DERIVATIVES - SIMPLE SYNTHESIS OF (+)-(S,S)-(CIS-6-METHYLTETRAHYDROPYRAN-2-YL)ACETIC ACID
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[3] ENANTIOSPECIFIC SYNTHESIS OF NATURAL (+)-(S,S)-(CIS-6-METHYLTETRAHYDROPYRAN-2-YL)ACETIC ACID, A CONSTITUENT OF CIVET
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[4] SYNTHESIS OF (CIS-6-METHYLTETRAHYDROPYRAN-2-YL)ACETIC ACID INVOLVING THE USE OF AN ORGANOSELENIUM-MEDIATED CYCLIZATION REACTION
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[5] STEREOSELECTIVE REDUCTION OF BICYCLIC KETALS - AN EFFICIENT SYNTHESIS OF (-)-(R,R)-(CIS-6-METHYLTETRAHYDROPYRAN-2-YL)-ACETIC ACID, AN ENANTIOMER OF CIVET CAT CONSTITUENT
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[6] CONVENIENT SYNTHESIS OF DISUBSTITUTED CYCLIC ETHERS - SYNTHESES OF (-)-CIS-ROSE OXIDE AND (CIS-6-METHYLTETRAHYDROPYRAN-2-YL)ACETIC ACID
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[7] (CIS-6-METHYLTETRAHYDROPYRAN-2-YL)ACETIC ACID, A NOVEL COMPOUND FROM CIVET (VIVERRA-CIVETTA)
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[8] STEREOSPECIFIC SYNTHESIS OF RACEMIC (CIS-6-METHYLTETRAHYDROPYRAN-2-YL)ACETIC ACID, A CONSTITUENT OF THE GLANDULAR SECRETION FROM THE CIVET CAT
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[9] SYNTHESIS OF THE CIVET CONSTITUENT CIS-(6-METHYLTETRAHYDROPYRAN-2-YL)ACETIC ACID
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[10] Diastereoselective oxygen to carbon rearrangements of anomerically linked enol ethers and the total synthesis of (+)-(S,S)-(cis-6-methyltetrahydropyran-2-yl)acetic acid, a component of civet
Ley, S.V., 2000, Royal Society of Chemistry

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