STEREOSPECIFIC TOTAL SYNTHESIS OF (+/-)-ISOCOMENE (BERKHEYARADULENE)

被引：67

作者：

PAQUETTE, LA

HAN, YK

机构：

[1] Evans Chemical Laboratories, Ohio State University, Columbus

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 22期

关键词：

D O I：

10.1021/jo01336a071

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Summary: The unusual triquinane sesquiterpene 2 has been synthesized in eight steps from bicyclic enone 3 through utilization of three separate organometallic addition reactions suitably interspersed between hydrolytic and oxidative steps. © 1979, American Chemical Society. All rights reserved.

引用

页码：4014 / 4016

页数：3

共 15 条

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ANDERSEN, NH
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[2] NATURALLY OCCURRING DERIVATIVES .108. ANOMAL SESQUITERPENE FROM BERKHEYA-RADULA (HARV) DE WILLD
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LEVAN, N
PICKARDT, J
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[3] DAUBEN WG, 1977, J ORG CHEM, V42, P3787, DOI 10.1021/jo00444a001
[4] VINYLSILANE MEDIATED STEREOSELECTIVE TOTAL SYNTHESIS OF (+/-)-GYMNOMITROL
HAN, YK
PAQUETTE, LA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (21) : 3731 - 3733
[5] ABSOLUTE-CONFIGURATION OF 1-METHYLINDANE
HANSEN, HJ
SLIWKA, HR
HUG, W
[J]. HELVETICA CHIMICA ACTA, 1979, 62 (04) : 1120 - 1128
[6] HOUSE HO, 1975, J ORG CHEM, V40, P1460, DOI 10.1021/jo00898a019
[7] KANEDA M, 1972, TETRAHEDRON LETT, P4609
[8] MARFAT A, 1978, TETRAHEDRON LETT, P4217
[9] NEW 1,4-DIKETONE SYNTHESIS USING NITROOLEFINS AND TRIMETHYLSILYL ENOL ETHERS - CONVENIENT REGIOSPECIFIC ROUTE TO CYCLOPENTENONES
MIYASHITA, M
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[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (15) : 4679 - 4681
[10] OEHLDRICH J, 1976, TETRAHEDRON LETT, P549

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