SYNTHESES OF OPTICALLY-ACTIVE (+)-UNTENONE-A AND (-)-UNTENONE-A

被引：21

作者：

MIYAOKA, H ^{[1
]}

WATANUKI, T ^{[1
]}

SAKA, Y ^{[1
]}

YAMADA, Y ^{[1
]}

机构：

[1] TOKYO UNIV PHARM & LIFE SCI,SCH PHARM,HACHIOJI,TOKYO 19203,JAPAN

来源：

TETRAHEDRON | 1995年 / 51卷 / 32期

关键词：

D O I：

10.1016/0040-4020(95)00465-K

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active (+)- and (-)-untenone were synthesized from (S)-4-[(tert-butyldimethylsilyl)oxy]-2-cyclopentenone and untenone A isolated from marine sponge was shown to be racemic.

引用

页码：8749 / 8756

页数：8

共 10 条

[1] A CONCISE ASYMMETRIC-SYNTHESIS OF (-)-UNTENONE-A [J].

ASAMI, M ;

ISHIZAKI, T ;

INOUE, S .

TETRAHEDRON LETTERS, 1995, 36 (11) :1893-1894

[2] UNTENONE-A, A NEW CYCLOPENTENONE FROM THE OKINAWAN MARINE SPONGE PLAKORTIS SP CORRESPONDING TO THE DIENOPHILE IN THE BIOSYNTHESIS OF MANZAMENONES [J].

ISHIBASHI, M ;

TAKEUCHI, S ;

KOBAYASHI, J .

TETRAHEDRON LETTERS, 1993, 34 (23) :3749-3750

[3]

KOBAYASHI J, 1993, KAGAKU TO SEIBUTSU, V31, P659

[4] REGIOSELECTIVE SYNTHESIS OF BETA-KETOESTERS FROM LITHIUM ENOLATES AND METHYL CYANOFORMATE [J].

MANDER, LN ;

SETHI, SP .

TETRAHEDRON LETTERS, 1983, 24 (48) :5425-5428

[5]

MORI K, Patent No. 3193790

[6] STUDIES ON MARINE NATURAL-PRODUCTS .13. DETERMINATION OF ABSOLUTE-CONFIGURATION OF CHLOROVULONES BY CD MEASUREMENT AND BY ENANTIOSELECTIVE SYNTHESIS OF (-)-CHLOROVULONE-II [J].

NAGAOKA, H ;

IGUCHI, K ;

MIYAKOSHI, T ;

YAMADA, N ;

YAMADA, Y .

TETRAHEDRON LETTERS, 1986, 27 (02) :223-226

[7]

OGURA K, 1976, TETRAHEDRON LETT, P759

[8]

TAKEDA K, 1994, SYNLETT, P178

[9] MANZAMENONES A-F FROM THE OKINAWAN MARINE SPONGES PLAKORTIS-SP - NOVEL DIMERIC FATTY-ACID DERIVATIVES POSSESSING A BICYCLO[4.3.0]NONANE SKELETON [J].

TSUKAMOTO, S ;

TAKEUCHI, S ;

ISHIBASHI, M ;

KOBAYASHI, J .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (19) :5255-5260

[10] TRANSMETALATION REACTIONS OF ORGANOSAMARIUM REAGENTS - CHLOROSILANE-ACCELERATED COPPER-CATALYZED CONJUGATE ADDITIONS [J].

WIPF, P ;

VENKATRAMAN, S .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (12) :3455-3459

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