ENANTIOCONTROLLED SYNTHESES OF THE CUPARENE SESQUITERPENES, (-)-HERBERTENE, (+)-BETA-CUPARENONE, (-)-DEBROMOAPLYSIN, AND (-)-APLYSIN

被引：52

作者：

TAKANO, S

MORIYA, M

OGASAWARA, K

机构：

[1] Pharmaceutical Institute, Tohoku University, Sendai, 980, Aobayama

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 03期

关键词：

D O I：

10.1016/S0040-4039(00)74123-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantiocontrolled syntheses of the Cuparene sesquiterpenes, (-)-herbertene, (+)-beta-cuparenone, (-)-debromoaplysin, and (-)-aplysin, have been achieved starting from the optically active tricyclic dienone by employing a Fischer indolization reaction under non-acidic conditions as the key step.

引用

页码：329 / 332

页数：4

共 24 条

[11] TOTAL SYNTHESIS OF (-)-APLYSIN AND (-)-DEBROMOAPLYSIN
RONALD, RC
GEWALI, MB
RONALD, BP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (11) : 2224 - 2229
[12] CYCLIZATION OF ETHYL YLIDENECYANOACETATES TO CARBOCYCLIC ORTHO-AMINOESTERS - AN EFFICIENT SYNTHESIS OF 1,2,3,6,7,8-HEXAHYDRO-AS-INDACENE DERIVATIVES
SEPIOL, J
[J]. TETRAHEDRON, 1986, 42 (02) : 609 - 616
[13] EXPEDIENT PREPARATION AND ENANTIOMERIZATION OF OPTICALLY PURE DICYCLOPENTADIENONE (TRICYCLO[5.2.1.0(2,6)]DECA-4,8-DIEN-3-ONE)
TAKANO, S
INOMATA, K
TAKAHASHI, M
OGASAWARA, K
[J]. SYNLETT, 1991, (09) : 636 - 638
[14] CONCISE ENANTIOCONTROLLED AND STEREO-CONTROLLED SYNTHESIS OF (+)-EQUILENIN USING CHIRAL CYCLOPENTADIENONE SYNTHON
TAKANO, S
INOMATA, K
OGASAWARA, K
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (21) : 1544 - 1546
[15] THE ENANTIOCONTROLLED TOTAL SYNTHESIS OF NATURAL (-)-GONIOMITINE
TAKANO, S
SATO, T
INOMATA, K
OGASAWARA, K
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (07) : 462 - 464
[16] ENANTIOCONTROLLED SYNTHESIS OF (+)-APHANORPHINE FROM (R)-O-BENZYLGLYCIDOL - ASSIGNMENT OF ABSOLUTE-CONFIGURATION
TAKANO, S
INOMATA, K
SATO, T
OGASAWARA, K
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (21) : 1591 - 1592
[17] AN ENANTIOCONTROLLED ROUTE TO UNNATURAL (+)-PHYSOSTIGMINE
TAKANO, S
SATO, T
INOMATA, K
OGASAWARA, K
[J]. HETEROCYCLES, 1990, 31 (03) : 411 - 414
[18] A NEW ROUTE TO (+)-2,3-(ISOPROPYLIDENEDIOXY)-4-CYCLOPENTENONE VIA THE OPTICALLY-ACTIVE DICYCLOPENTADIENE INTERMEDIATE
TAKANO, S
INOMATA, K
OGASAWARA, K
[J]. CHEMISTRY LETTERS, 1989, (02) : 359 - 362
[19] TAKANO S, 1991, J ORG CHEM, V56, P5872
[20] TAKANO S, 1977, UNPUB SYNTHESIS, P645

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