SYNTHESIS OF PENARESIDIN-A, AN AZETIDINE ALKALOID WITH ACTOMYOSIN ATPASE-ACTIVATING PROPERTY

被引：41

作者：

TAKIKAWA, H ^{[1
]}

MAEDA, T ^{[1
]}

MORI, K ^{[1
]}

机构：

[1] SCI UNIV TOKYO,FAC SCI,DEPT CHEM,SHINJUKU KU,TOKYO 162,JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 42期

关键词：

D O I：

10.1016/0040-4039(95)01613-M

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three stereoisomers of penaresidin A (1), an azetidine alkaloid isolated from the Okinawan marine sponge Penares sp., were synthesized. The natural penaresidin A must be either (2S,3R, 4S,15S,16S)- or (2S,3R,4S,15R,16R)-1.

引用

页码：7689 / 7692

页数：4

共 12 条

[1] ALKYNE ISOMERIZATION REAGENTS - MIXED ALKALI-METAL AMIDES [J].

ABRAMS, SR .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (07) :1333-1334

[2]

Ellis MK, 1990, ORG SYNTH, V7, P356

[3] A STEREODIVERGENT SYNTHESIS OF D-ERYTHRO-SPHINGOSINE AND D-THREO-SPHINGOSINE FROM L-SERINE [J].

GARNER, P ;

PARK, JM ;

MALECKI, E .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (18) :4395-4398

[4]

GOGUELIN M, 1979, MAKROMOL CHEM, V180, P1215

[5]

HIRAKI T, 1995, TETRAHEDRON LETT, V36, P4841

[6] THE 1ST PRACTICAL METHOD FOR ASYMMETRIC EPOXIDATION [J].

KATSUKI, T ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (18) :5974-5976

[7] PENARESIDIN-A AND PENARESIDIN-B, 2 NOVEL AZETIDINE ALKALOIDS WITH POTENT ACTOMYOSIN ATPASE-ACTIVATING ACTIVITY FROM THE OKINAWAN MARINE SPONGE PENARES SP [J].

KOBAYASHI, J ;

CHENG, J ;

ISHIBASHI, M ;

WALCHLI, MR ;

YAMAMURA, S ;

OHIZUMI, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (05) :1135-1137

[8] THE USE OF DIETHYL AZODICARBOXYLATE AND TRIPHENYLPHOSPHINE IN SYNTHESIS AND TRANSFORMATION OF NATURAL-PRODUCTS [J].

MITSUNOBU, O .

SYNTHESIS-STUTTGART, 1981, (01) :1-28

[9] PHEROMONE SYNTHESIS .97. SYNTHESIS OF BOTH THE ENANTIOMERS OF INVICTOLIDE, A PHEROMONE COMPONENT OF THE RED IMPORTED FIRE ANT [J].

MORI, K ;

NAKAZONO, Y .

TETRAHEDRON, 1986, 42 (23) :6459-6464

[10] PHEROMONE SYNTHESIS .9. SYNTHESIS OF OPTICALLY-ACTIVE FORMS OF IPSENOL, PHEROMONE OF IPS BARK BEETLES [J].

MORI, K .

TETRAHEDRON, 1976, 32 (10) :1101-1106

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